0 comments/ 14456 views/ 3 favorites Triple Header By: Da_Vida Triple Header Part 1 My name is Nelson and this is about my college experience, which came a bit later for me than for most. After high school, where I had mostly concentrated on football, girls, friends and classes in that order, I joined the army. I spent six years in the U.S. Army Rangers and served tours in Iraq and Afghanistan. At the end of my enlistment, I'd had seen enough fighting, dying and macho bullshit to last me the rest of my life. I decided it was time to take my leave of the military and use some of the benefits that I had earned. After discharge, I hung around my home town for a few months getting acclimated to being a civilian again and investigating colleges. I narrowed down my choices to three respected state supported schools and put in my applications. I arrived on campus in the fall along with all of the other freshmen and was given a dorm assignment. I headed over to the dormitory and located my room. Upon entering the room I was struck with how similar it looked to on-base living accommodations for junior officers, which mind you was a considerable step-up from what I had been accustomed to. After first taking in the physical space, I noticed that there was someone lying on one of the beds. The young man had been reading but had put the book down on his stomach and was looking in my direction. I say young man but I was really thinking, "damn I'm rooming with a kid." I grinned and said, "Hello, my name is Nelson." as I dropped my gear in the doorway and advanced toward the bed with outstretched hand. The kid's name was Terry and he looked to me to be about fifteen years old. He had an innocent looking face, which by the way had probably never seen a razor, longish hair and a slim soft body on a small frame. If I didn't know better I'd thought I was approaching a teenage girl whose breasts hadn't developed. I sized him up to be about five and half feet in shoes and weighing in at maybe 120 pounds, which was something of a contrast to my six feet and 180 pound hard body. Terry seemed like a sweet kid but was a little on the shy side. However, I'm pretty outgoing and so we kind of balanced out. This was Terry's first experience away from home. He was apparently bright because he had a full academic scholarship. As classes got underway, we spent a good deal of time studying. Usually, we'd end up at the end of an evening with some downtime and would talk. He was quite interested in hearing about some of my combat experiences and I think took me for his idea of a masculine man. I suspected the kid was idolizing me as if I was some kind of rock star or something. He looked at me in the same sort of way that some of the girls in high school looked at me after I became something of a star player on the football team. During the fall semester break most of the dorm had emptied out. Terry wasn't interested in going home nor was I and neither of us had anywhere else we especially wanted to go so we were just hanging out. The first Saturday evening I decided to dig out a little weed that I had hidden in one of my bags. I was ready to get mellowed out a bit and I thought I'd introduce Terry to getting high. Terry was a little reluctant at first but he didn't take much persuading. We soon had a pretty good high on and began listening to some of my music and talking. Terry had gotten quiet and seemed to be enjoying just sitting there listening to the music. I decided that what I wanted to do was go take a nice hot shower. I became very partial to hot showers after spending a lot of time in the field for extended periods. I found that they were especially refreshing when one was stoned. I said I'd be back in a few and left to take a shower. I was gone about thirty minutes and came back into the room dried down and with a towel wrapped around my waist. I must admit that while I was in the shower I passed the time with some erotic fantasy and the towel was a bit distended by my erect member. I stretched to flex my heat softened muscles and the towel popped loose where it was tucked into my waist and dropped to the floor. Right away I noticed that Terry's eyes were riveted on my hard cock. I don't know why but after a few moments passed and he had not looked away I suddenly felt compelled to say to him, "You can touch it if you like." Terry's hand began to rise and hesitantly move toward my rigid pole as if drawn by a magnet. As his hand reached for me he looked up at my face as though to judge my reaction. I smiled slightly and continued to look into his eyes. When his fingers made contact with my firm, hot flesh, it was like a jolt to both of us. I shuddered slightly and his eyes widened a bit and a smile came to his lips. He let his finger tips slowly and lightly move along the shaft of my ample cock while gazing into my eyes. He looked like he wanted to say something but couldn't quite get it out. I became very aroused by his touch and began to breath more heavily. Terry wrapped his hand around the shaft and held my cock as if he were going to jack me off and squeezed the shaft tightly several times, as if testing it's firmness. By this time I was so excited that I badly needed some relieve and while still gazing into Terry's eyes whispered, "Kiss it." Terry leaned forward and experimentally kissed the engorged head of my rigid cock. Then his tongue came out and licked off a bit of lube oozing from the tip. His tongue took the small treasure back into his mouth where he examined the taste. Apparently, I passed the taste test because in a moment he came back and squeezed a larger globule of the slick, thick, clear liquid out of the shaft and onto his extended tongue. I was now too excited to remain on my feet and moved to sit down on the couch beside Terry. Once sitting I swung one leg over and behind him so that he was sitting between my legs. I then leaned back and rested my head on the pillow against the arm rest at the end of the couch. Terry leaned over and down to get his mouth back into proximity with my dick and took the head into his mouth. He licked and sucked on the head while grasping the shaft in one hand so that he could keep my member in position. He slowly moved the head in and out of his mouth letting the fluid coming out of the tip lube his lips so that the head slid easily between his lips. While he moved up and down on the head his tongue was busy stroking the underside of the head and shaft. It didn't take long until I knew I was going to ejaculate. Just as he slid the head well into his mouth I groaned and the dam erupted. I nearly passed out as I felt convulsions sweep over my body thrusting one glob of semen after another out of my balls, through my shaft, out the tip and into Terry's eager mouth. I could feel the mouth around the head of my cock holding on tightly and capturing every drop that erupted into it. After I exhausted my supply of cum and the convulsions stopped, I felt my cock slip from Terry's mouth and heard him swallow several times clearing my cum from his mouth and taking it deeper into his body. In a moment he was back licking up every trace of cum from my cock. I opened my eyes and looked down to where Terry sat between my legs. When I made eye contact with him he looked away and appeared embarrassed or ashamed. I felt great and I did not want him to feel badly about giving me so much pleasure. I swung my leg over his head, sat up and turned toward him. I reached over with my hand and turned his face toward me and quietly said "thank you," while looking into his eyes. I then cupped his face in my hands and pulled him closer and gave him a lingering kiss on his lips. When I pulled back he gave me a faint smile and seemed a bit reassured. I said, "Go and get cleaned up and let's go out and have a great dinner." Later after we returned to the room we had a few more tokes on a joint. Terry confessed to me that he had never sucked a cock before but had imagined what it would be like to be a hot girl and to go down on a guy. He told me that he had a small collection of lingerie that he had been accumulating since puberty and that he often put it on and masturbated while imagining having sex with a man. I told him that I didn't mind if he wore panties of anything else feminine and that as long as I was around he didn't need to imagine having sex with a guy. Terry told me that sucking my cock while wearing panties was his fantasy come true. Apparently, we were a great match because I love blow jobs and he loved giving them. We were both sleepy from the grass and I suggested that we lie on one of the beds, which were for a single occupant but Terry was fairly small. I stripped down to my shorts and when Terry dropped his pants I was not surprised to see that he was wearing flesh colored panties with little lace insets on either side. We lay in bed spoon fashion and I enclosed Terry's upper body in my arms. I began to caress his naked skin which from the soft cooing sounds he was making I gathered he found stimulating. After the great blow job he had given me I was happy to reciprocate in some small way. I soon found that brushing my finger tips over his little nipples made them hard and erect. I cupped what little breast flesh the nipple inhabited and began to gently massage the flesh in my hand. I ran my hand down his body and over his nylon clad buttocks. As I did this, I confessed to him how erotic I found caressing buttocks covered by nylon panties. About a week later I came in one evening after having spent some time in the library doing research and found Terry strutting around the dorm room in a pair of high heels, which he confessed he had been secretly practicing walking in for a couple of days. I noticed that he was also wearing nylon stockings with the shoes. I was curious to see what he was wearing under his jeans. I pulled Terry to me and gave him a hug while gripping his ass in my hands and felt the unmistakable feel of fabric slipping across nylon. I took hold of his t-shirt and pulled it over his head and then unfastened his jeans. I pushed the jeans down and found that he was wearing hot pink, nylon hip huggers along with a black garter belt, which was holding up his nylons. I sat him down and took his high heels off, pulled his jeans off and then replaced the shoes. I stood up and said, "Now, let's see how you look." It appeared that Terry had removed all of what little body hair he had because his skin was completely bare. He walked around a bit in the somewhat confined space but he carried himself well and looked great. His practice walking in high heels had been successful as he pulled it off smoothly and with grace. He walked over to me and looked up into my face and asked, "Do you like?" I looked back down into his eyes and replied, "I love what I see." I enfolded him into my arms hugging his face into my chest and reached down and cupped his panty clad buttocks in my hands. I began to caress his butt through the panties, which was a very erotic feeling. I soon noticed my cock straining against its restraints. Terry must have felt it also because he began unfastening my pants and pushing them down to let my erect member stand at attention. He took it in his hand and gazed up at me with a questioning look on his face to which I merely nodded in the affirmative. In a moment, Terry had dropped to the floor on his nylon clad knees and began ministering to my needy cock. I was really turned on by watching this sweet boy wearing pink panties, stockings and high heels down on his knees sucking my dick for all he was worth. I took hold of his head in my hands and stroked the back of it with my fingers as he lovingly sucked on my cock. Shortly, I pumped his mouth full of my love juice and collapsed back against the wall. When I opened my eyes, Terry was looking at me with a self-satisfied grin on his face. We were soon ready for bed and to my surprise Terry brought out some sexy satin pajamas that he put on after taking off the high heels and hose. I asked him to lie on the bed with me for a few minutes. Once again we got into the spoon position and I enfolded him in my arms. This time, however, I wanted to give him something in return. I caressed his satin clad body and eventually found his crotch. There I found his modest member aroused and pressing against his panties. I maneuvered his prick so that it was lying parallel to his body, against his abdomen and with the underside of the shaft facing upward. I began sliding my open hand gently up and down the length of the shaft and down on to his balls feeling the satin pajamas easily sliding across the nylon panties. Terry was soon moaning and pushing against my hand to increase the friction. Before long I felt him begin to convulse as he shot his load into his panties and over his abdomen. I gave him a big hug and held him for a few minutes and then told him he should go clean himself up. Before he returned I fell asleep. The next morning I found him sleeping contentedly in his bed still wearing the satin pajamas. During the balance of the school year Terry became the ideal roommate. He kept our room clean, did the laundry and generally took care of all the domestic duties. When we were alone in the room, he always wore something sexy under his male clothing and loved to wear high heels and stockings. I loved the way the high heels caused him to move and make his tight little butt stick out in a manner that invited me to grab it from time to time. Several times a week, Terry gave me great head, which could only have been done so well by someone who loved to suck cock. I could tell he got a thrill from making my cock erupt cum and he seemed to savor the taste and smell of my copious semen. I continued to occasionally masturbate him by friction between my open hand and his sexy attire. I regretted the end of the spring term because I knew that our cozy little sex affair would have to come to an end at least temporarily. We rented a storage locker where he could leave much of his growing collection of girl clothes. After storing some of his things, I took him to the bus station and saw him off for home. I had picked up a full time job for the summer and was staying. Not being a student during the summer, I had to leave the dorm and found an apartment nearby. Triple Header Part II I missed having Terry around but was pretty absorbed in my summer job. One evening after work, I felt like a little social life and went to a nearby bar for a couple of drinks. After sitting down at the bar and ordering a drink, I began checking out the establishment and its patrons. Right away I noticed a very good looking, dark complexioned, lady with long black hair sitting at a table. She was surrounded by a cadre comprised of most of the unattached guys in the bar. She didn't seem to mind the attention and free drinks but didn't appear to be taking any of her would be companions seriously. I caught her eye a few times and smiled but didn't make any effort to join the fray. After a couple of hours or so and a few drinks, it appeared to me that the young lady was getting bored with the attention and I decided to test my hypothesis. I rose from my bar stool and walked over to the table where she sat along with several of her admirers. As I approached I was encouraged when she looked up at me and smiled. When I got to the table, I said, "Hi, it appears to be a lovely evening out tonight and I was wondering if you'd be interested in joining me for a walk on campus?" She looked up at me and with another smile and twinkle in her eyes said, "Yes, that would be nice." She rose from her chair and told her admirers that she had to leave now and thanked them for the drinks and company. We then made our way across the room and out of the bar. As we were leaving I glanced back at the table we had just left and three guys were just sitting there watching our exit with dumbfounded looks on their faces. This beautiful lady's name was Arlene and she was also a student at the university. While we were close in age she was an advanced graduate student who was studying to be a counselor. We went out several times for dinner and took in some movies. One weekend after we had become comfortable with one another, I suggested that we go to a nearby lake for a camping trip. Arlene readily agreed and so early on a Saturday morning I swung by the house she was renting to pick her up. She came to the door and looked stunning. She had her long black hair pulled back in a pony tail. She wore no make-up but her Mediterranean coloring, flawless skin and sparkling eyes turned her well proportioned face into an image of natural beauty. She wore tight denim short-shorts and a sleeveless blouse that tied up under her modest but pert breasts leaving exposed an expanse of beautiful skin. Her long shapely legs ended in feet with bright red toe nails and clad in leather sandals. I had gone to the local Wal-Mart the evening before and picked up a tent and other camping gear. I had the gear stored in the trunk of the used car that I had bought to get back and forth to work. I helped Arlene get a few things that she was taking out to the car and stored them in the back seat. I told her that we still needed to stop by a grocery and pick up some food and beverages. As we drove out of town toward the lake, I spotted a suburban grocery store in a shopping center and pulled in. We headed into the store and began locating items for our shopping cart. As we walked up and down the aisles, I noticed that most of the male employees and customers had to take a second look as they went past us. Arlene seemed oblivious to their interests but I fully understood it because I had could hardly keep my own eyes off of this lovely example of feminine beauty. After arriving at the camp ground and locating a suitable place to pitch camp that wasn't too close to any other campers we went about setting up camp. By the time we finished we were both hot and sweaty and decided to take a swim in the lake to cool off. Arlene went into the tent and changed into her swim suit, which was dusty colored two-piece suit that at first glance almost made you think she was nude. I went in the tent and changed into my swim trunks and we went down to the lake. We were camped on a little finger jutting out into the lake that formed one side of a small inlet. We found a good place along the shore of the inlet to enter the water and were soon enjoying a nice refreshing swim. Arlene was a good swimmer and was playful in the water. Once she went under and I lost track of her until she popped up right in my face laughing at my surprised look. She put her arms around my neck and held herself close to me. I leaned my head a bit toward her and she moved her head toward mine and soon found myself engaged in a deep passionate kiss. We were not too far out and I was tall enough to stand on the bottom and keep my head out of the water. Arlene kept her own head above water by clinging to me. Between our kissing and the feel of her tight, shapely body pressed against mine, I was soon very aroused, which I knew she could not fail to feel. I was hoping that she would not take offense when she whispered in my ear that she thought we should return to the tent and "rest" for a bit. I could tell by the sultry way she spoke that rest wasn't exactly what she had in mind. I readily agreed and we started for the shore. Once we were in the tent we quickly stripped off our swim suits and were soon tightly embraced in one another's arms. I could feel her firm breasts spreading out against my torso from the pressure of our embrace. We completed several long, slow kisses and then gazed into each other's eyes as our bodies separated a bit. My rigid cock was pressing into Arlene's abdomen. She reached down and took it in her hand as she raised up on her toes and slid it between her legs. She sat astride my member squeezing it between her legs. I knew that it was a strain on her to stay elevated enough to hold this position so I put my hands under her arms and lifted her up. She wrapped her legs around my waist leaving my erect member protruding under her buttocks. I squatted and lowered us down and then over onto a sleeping bag. Triple Header Arlene was now on her back with her legs still wrapped around me. I reached out and began to massage her wonderful feeling tits in my hands. She responded by closing her eyes and letting a smile of pleasure spread across her face. I soon had each of her erect nipples between a thumb and finger. I gently squeezed and rolled her hard nipples between my thumbs and fingers as she began to moan. I was soon lying beside her and giving her nipples the same sort of treatment with my tongue and lips. I reached between her legs and ran a single finger gently up and down the slit of her vagina. Quickly the lips relaxed and began to open to my touch. As my finger moved between the lips warm, slick, lube oozed out to meet my finger. As my finger became slick with her lube, I let the wet, slippery finger sink deeper into her wetness. Arlene's moaning became more pronounced and her hips began thrusting up to meet my probing finger. I then heard her whisper "Fuck my brains out." I needed no further encouragement and moved into a position over her prostrate form. She spread her legs and pulled her knees up so that I was positioned between them. She reached down and grasped my hard, pulsing cock giving a little sigh of satisfaction as she guided it into her hot, wet femininity. I felt my cock slide easily into her well lubed tunnel as she moaned louder and gave a little gasp as the full length became deeply and tightly embedded in her. She strained against my shaft to get it as deeply in her as possible while undulating her hips around it like a pole dancer and making whimpering sounds of exquisite pleasure. She actually came fucking herself on my shaft without my making a single thrust beyond the entry. After she had obviously come, I began to slide my shaft slowly out and then just before it exited her pussy, I would reverse and push it slowly back into her as deeply as it would go. She would give a little shudder each time I did this and was soon having additional orgasms. I've always envied women the ability to cum multiple times but also enjoy greatly being the one to orchestrate their pleasure. I began to feel my own juices rising and picked up my pace and began fucking her hard and fast to which she responded with even more sounds of pleasure. We both almost passed out when finally my balls erupted and spewed copious amounts of semen into her body. I collapsed on to her and we held one another for a long while until we were ready to return to the reality of the warm tent and our sweaty bodies. We then pulled our swim suits back on and hurried down to the inlet to enjoy a cool and playful frolic in the lake. A bit later into the summer I mentioned to Arlene that I would soon be moving out of my apartment and into the dorm. I explained that the dorm was a more cost effective choice for me once my summer job came to an end. Arlene didn't say anything for a few minutes and looked as if thinking deeply about something. She then looked at me and smiled as she asked, "What would you think about moving in with me and sharing the cost?" I replied, "Arlene that is a most attractive offer but are you sure?" She said, "We get along wonderfully and the house has plenty of room. Half of the rent and utilities would be a little more than your dorm room but less than what an apartment costs." I said, "Let me think about it a bit." Arlene looked curiously at me and asked, "Uncertain about what sort of room mate I'd make?" "Oh, no. I'd love to move in with you but I do have a little bit of a problem." As I said this my thoughts were on Terry and our agreement to room together during the coming school year. I also wondered how much I should say about Terry and our relationship. I wanted to be truthful but I didn't want to scare her off either. I finally said, "I sort of promised my dorm mate from last year that we'd share again this year." Arlene smiled and said, "Well, if that is the only problem, he could rent a room here. There are three bedrooms in the house and we won't need all of them. Besides, a three way split would be even cheaper than a dorm and much better accommodations." I could sense that the problem appeared to be solved in her eyes. If we were all going to be living together though she would have to be told that my dorm mate from last year was a girlie boy. Arlene had struck me as pretty open minded, so I thought there was a fair chance that she would accept that aspect of Terry without difficulty. What I was uncertain about was how she would respond to knowing I had had a sexual relationship with Terry. After a few moments of awkward silence, I felt compelled to say something so I began with, "My friend and roommate is a sweet kid whose name is Terry." Arlene seemed a little amused at my discomfort. She then said, "and..." I decided that there was no easy way through this and blurted out, "Terry likes to wear girl's clothes." Arlene gave a soft laugh and said, "So do I. What you're trying to tell me I think is that Terry is a cross dresser or a transgendered person. Is that all?" I couldn't quite bring myself to tell her that he loved to suck my cock so I just said, "I think he has a crush on me." "This obviously isn't a problem for you since you aren't jumping on an obvious way to separate from him," she said. "As I said earlier, he's a sweet kid and I like him. He's also very smart, helped me with some classes and took care of all the domestic duties," I explained. Arlene looked at me for a moment then said, "I'm really pleased that you aren't threatened by a cross dressing male and can consider him your friend. Most men are too squeamish about such things for my tastes. If we all live here together, we aren't going to dump all the household duties on one person, even if he has a crush on you and wants to please you. Speaking of which have you considered how you will handle him if it really comes to that?" "Comes to what?" "Don't be naive. You know I mean what will you do if he wants to please you sexually? Or, has that bridge already been crossed?" I couldn't look Arlene in the eye as I mumbled, "Crossed." "Well, we finally have it all in the open at least. Can't say I blame Terry for wanting to get in your pants," said Arlene with a grin as she obviously found my embarrassment somewhat amusing. "This could be an interesting situation, especially since I'm going to be doing some coursework and clinics in sex counseling this year, but I need to think about whether I really want to live it as well." A few days later Arlene told me she was willing to see whether the three of us could form a viable household provided Terry wanted to move in with us. She advised me to let Terry know that she knew about his cross dressing and didn't have any objection to it. She added that it would probably be best to leave any mention of past sexual behavior off the table. She thought that under the circumstances it might not come up as an issue. Triple Header Part III After my talk with Arlene, I decided to give Terry a call and see if he was willing to jump from dorm living to sharing a house with Arlene and myself. I talked with Terry and explained the arrangement to him. I then told him that Arlene was a bit of a libertine and knew about his cross dressing and even about our past sexual involvement and was OK with it. At first Terry seemed to be embarrassed about my revealing his "secrets" and got defensive with me. I pointed out some of the possible advantages to living with a "big sister" and he began to come around. Finally, he agreed to give it a try. I promised that we would be at the bus station to pick him up when he arrived back in town. On a hot and muggy August afternoon, Arlene and I drove over to the bus station to collect Terry when his bus arrived. We were both a little excited and Arlene seemed genuinely anxious to meet Terry. She was dressed for the weather and looked very sexy in her short-shorts. The bus arrived and we watched as passengers disembarked. About half way through the unloading, I saw Terry coming down the steps to exit the bus. I also noticed that he'd grown his hair out further over the summer and now had it tied back in a pony tail. I took Arlene by the hand and we edged through the crowd of people and intercepted Terry. He looked happy to see me and I put my arm around his shoulders and turned him toward Arlene and introduced them. Arlene was gracious as I expected and Terry came across as shy and inhibited. Arlene gave him a big hug and told him she was excited about the prospect of getting to know him and that they would no doubt have a lot of "girl talk" to do when I wasn't around. Terry smiled and seemed comforted by Arlene's warmth and acceptance and we were soon making our way back to the car helping Terry with his luggage. After we arrived home and unloaded the car, we all went out on the back deck and had something cold to drink. We talked a little about the upcoming school year and then decided that we needed to get Terry settled into his room before dinner. Arlene took Terry by the hand and led him to one of the bedrooms while telling him that she had made it up just for him. Arlene opened the door and we entered the room. I could tell from Terry's expression that he really liked the room. Arlene had fixed it up so that it clearly looked like a girl's room with ruffled curtains, soft pastel colors that clearly conveyed feminine. Arlene asked, "Well, does my new little sister like her room?" Terry gave grinned and answered, "Oh, Arlene, I just love it. It is perfect. Thank you so much. I think I'm going to love having a big sister." Turning to me, Terry asked, "Isn't it just perfect?" I'm not much into the female decor scene but I knew Arlene had spend a lot of time on the room and apparently had it right because Terry was excited and happy with it so I said, "Wow, yes. I think it fits you to a T." Arlene smiled at me and said, "Why don't you go bring in Terry's luggage so we can unpack and then go out to eat?" "Yes, madam," I replied with mock deference, "I'll be getting right on that for y'all." After Terry got unpacked, the three of us piled into the car and went to a downtown restaurant for dinner. Dinner went well with Terry and Arlene doing most of the talking. Arlene, like the counselor that she is, skillfully questioned Terry about his background, attitudes, likes and dislikes school and career plans. By the time we finished dinner she knew him far better than I did. Terry seemed to have enjoyed having someone take so much interest in him. I felt that he and Arlene were hitting it off very well. Once we were back in the car, Terry reminded me about his things that were in storage. We swung by and picked up the two suitcases we had put in storage before he left to go home for the summer. When we got home, I carried the two suitcases into Terry's room. Arlene came in and offered to help Terry put away the contents of the two suitcases. Terry seemed a little reluctant and I left the room figuring that this might be a "girl" thing. Judging by the giggles and comments about various items of apparel that I heard coming from the room they obviously had proceeded with unpacking after I had withdrawn. Over the course of the next couple of weeks, we were all pretty busy getting started with classes and other school related tasks. In the evenings when they weren't busy Terry and Arlene spent a lot of time together in the big sister, little sister thing. While I didn't get involved in their goings on, I did keep track out of the corner of my eye, so to speak. Terry was really excited about learning to use make-up and Arlene spent a lot of time on it with him. They must have made a dozen trips to the store to purchase cosmetics of one sort or another. Arlene apparently was pretty knowledgeable about colors and skin tones and they worked at getting Terry colorized. One evening I took them both a glass of wine and hung around to watch for a bit. Arlene was giving Terry some tips about applying a very light dusting of blush on his face at the point where his high cheek bones became prominent and back away from his eyes. Arlene called it the rosy cheek look, which had to be so subtle that there was uncertainty about whether blush had been used. After this came some pointers on keeping eye make-up subtle but noticeable. Terry also got some instruction on the use of eye lash curlers and the application of mascara. I'll have to admit that it looked like a lot of trouble to me though the results were pretty appealing. The last thing Arlene coached Terry on was the application of his lip stick. When this was applied to Arlene's satisfaction, she turned to me and with a self-satisfied smile asked, "Well what do you think?" I replied, "Terry is looking hot. You've done an amazing job. However, he isn't going to school looking like that is he?" "Well," replied Arlene, "I suspect with a little more work, especially on the eye brows and hair, Teri could pass if she wanted to but I recommend a good clean up before going to bed tonight." Then looking over at Teri, Arlene said, "Teri dear we haven't really talked about whether you plan to go public. Do you plan to insert Teri into the broader world?" Teri looked thoughtful for a few moments and then, looking at Arlene she said, "I think it would be fun and exciting to go out as Teri but I suspect it should only be occasionally. After all Terry is a student at the university and Teri might overly complicate things on that front. It would be lovely, if I could." Arlene replied, "I think you're right about complicating things at school. However, there are some things that you can do to express your inner girl while at school. For example, "No one would be the wiser if you wore some sexy panties under your jeans. You could also paint your toenails as long as you don't plan to wear sandals." "I like those ideas," said Teri. "It will feel so sexy having a secret like that while going about campus, especially when I run into you or Nelson and know that you know my little secret. Then with a little giggle, Teri said, "I'll bet I could even get away with some subtle make-up." "You'll have to be careful with the make-up," replied Arlene, "a lot of girls will notice, if you aren't really careful. Of course, they aren't likely to make an issue of it but they will talk among themselves." At this point, I suggested to Arlene that it was getting late. She said, "Let me give Teri a few pointers on make-up removal and I'll be along." Soon Arlene arrived in her bedroom, where I was waiting for her. I have my own room but tend to spend my nights in Arlene's bed. After closing the door, she said to me, "Teri is such a sweetie. I'm really enjoying being a big sister, especially since I never had any sisters. It is so much fun teaching Teri how to be beautiful and sexy" I said, "I had hoped you two would get along but I didn't dream that you would become best girl friends." After saying this, I paused and just watched as Arlene slipped out of her blouse, exposing her pert tits still held in by her black lace bra, followed by dropping her jeans around her ankles exposing her matching black nylon panties. I took a deep breath as I admired her well proportioned figure and then said, "You are a beautiful lady in more ways than one. Terry and I both are fortunate to have you around." Arlene just smiled and headed for the bed. I could feel my cock starting to flood with warm blood at the sight of her approach. I was almost fully erect by the time she made it into the bed. I was so hot from watching her and Teri earlier and her stripping for bed just now that I knew I was going to enjoy wearing myself out fucking her. I embraced her and engaged her lips in a long passionate kiss. When we broke for air, she reached behind her back and unhooked her bra and slipped out of it leaving those beautiful tits jiggling in my face. I reached out and took one in each hand giving them a gentle massage, until I could feel her nipples growing erect and hard like miniature cocks. I pulled her down to my chest and helped her pull her panties off. I then rolled over on top of her. As I rolled on top of her, she spread her legs and drew her knees up. My hard shaft lined up on her vagina almost as if by instinct. Arlene used her finger to spread her slick juices around a bit and then took my throbbing meat in hand and started it sliding into her. As my blood engorged cock plowed into her, stuffing her tunnel, I could feel the muscles in her vagina walls tightening up on my cock, closing down on it as if they was trying to squeeze every drop of my cum from me before I had even had a chance for any action. Arlene moaned with pleasure and I began taking short, fast strokes at first and then long, slow strokes until she was a withering mass of pleasure beneath me. As I began to feel my balls tighten up in preparation for spraying her eggs, Arlene wrapped her legs around my waist and her arms around my neck. I pounded her ass into the mattress with strong, quick, deep strokes until my cock exploded spewing glob after glob of thick white cum deep into her body. As I was collapsing, completely exhausted, onto her, I caught just a glimpse of a beatific smile that I knew meant that underneath me lay a fully satisfied woman. About a week later, I came home exhausted from working out at the school gym. I found Teri there alone wearing her usual evening at home make-up, tight short shorts and a shirt tied up to expose her mid drift. She was also wearing platform sandals that produced about a two and a half rise at the heel. He red toenails were poking out of the open toe sandals and she had matching finger nails. She came over and offered me a big smile and asked how my day had gone. I told her how sore I was from my workout and she suggested that I take a hot shower and then come out and let her give me a massage. This sounded like a great idea to me and I headed for the bathroom. When I came out, I found our large padded exercise mat spread out on the floor. Teri threw me a pillow and said, "Lie down on your stomach and let's get started." I took the pillow and stretched out on the mat. Teri knelt down beside me and began working on my shoulder muscles while making admiring comments about what good shape I was in. About ten minutes into the back massage, I heard the door open and Arlene call out, "Hello, I'm home." About that time, she saw us on the mat on the living room floor and said, "Well, it looks like someone is having a relaxing afternoon." She walked over to the mat and looking down at us said, "Teri dear, it looks like you have more body than you can handle. Let me go slip out of my school clothes and I'll come back and lend a hand." Teri gave a little laugh and replied, "Thanks, we can use all the hands we can get." A few minutes later I glanced up to see Arlene leaving her bedroom wearing nothing but her bra and panties. She came over and knelt down on the side opposite Teri and joined in kneading my back muscles. After a through back massage, Teri got some lotion from Arlene's bathroom and they both worked at rubbing the cool, slick lotion into my back. When they had finished with that job, Teri said, "I guess it's time to roll him over and do the flip side." Arlene agreed and together they rolled me onto my back. As I landed on my back, Arlene giggled and said something about it looked like the muscle between my legs was begging for some attention. I had been in a sort of twilight state until this moment and realized that all the female attention had given me a royal hard on. Arlene directed Teri to release that big boy so he can stand at attention. Teri giggle and I felt her hand working my cock through the slit in the front of my boxer shorts. It now was in fact standing at attention as both my ladies admired it. Triple Header I heard Arlene tell Teri that she could have first bite. Teri asked Arlene if she was sure she didn't mind and Arlene said, "Hell, aren't we sisters? I suppose we can share a man, especially when there so much of him." "There sure is," replied Teri as I felt her hand sliding across my muscled chest and down onto my washboard stomach. Her hand quickly was full of my stiff shaft and very quickly after that I felt Teri's wet, warm mouth close over the head of my throbbing cock. As she sucked on the head of my cock, I felt Arlene get her head down between my legs and soon felt her tongue caressing the underside of my rigid pole. After a few minutes of this, Arlene rose back up and Teri let my cock slip from between her lips. She turned and said, "Why don't you take a turn on this tasty piece of meat." Arlene replied, "Only a little taste. I don't want to spoil your fun. After all, I've been monopolizing all the action around here since you moved in." In a moment I felt another mouth slide down over the head of my cock and engulf some of the shaft. I knew this was Arlene because she took more cock into her mouth when giving head than Teri did. She sucked contentedly away on my dick for a couple of minutes and then pulled off as she sensed my ardor rising. She then said to Teri, "Go for it girl. You can have all of the goody this time." Again I felt Teri's mouth close over the head of my prick. She caught up some of the lube oozing from the tip and began to spread it around the head with her tongue while holding on to and rhythmically squeezing the rigid shaft that was so hard it felt like it was about to split wide open. About this time, I felt my balls being cupped in Arlene's hand. She gently massaged my balls as Teri sucked my dick. Quickly, I felt my cum rising and pushed up trying to get more of my cock into Teri's lovely mouth. She took a little more into her mouth just as I erupted and spewed sperm on to the back of her tongue and down her throat. She went nuts sucking on my cock while beating my meat to hurry the flow into her mouth. When I was spent and relaxed back onto the mat, Teri let my still hard and throbbing meat slip from her mouth and then with a giggle asked Arlene, "Would you like the leftovers? Arlene gave a little laugh of satisfaction and replied, "Don't mind if I do." Following that I felt her hair fall across my stomach and then felt her hungry mouth come down on my cock, begin sucking out the last drops of semen and then licking the head completely clean. She then pulled back and I opened my eyes and looked up to see these two faces with self-satisfied smiles looking back at me. Arlene stood up and gave Teri her hand and helped her to her feet. Teri looked at Arlene and said, "Let's let the big dog regain his strength while we go have a glass of wine and get supper started. With that they turned and sashayed, hand in hand toward the kitchen. I just lay there and thought "Wow, what great fortune have I stumbled into here?" Triple Header Part IV One evening, at the beginning of mid-term break, Arlene came out of Teri's room and grinning at me said, "We have a little surprise for you." I started to get up but Arlene told me stay put and they would bring the show to me. She left and in a moment Teri came out of her room. I was stunned at what I saw. Teri was one of the most striking women I've ever seen. She wore a red satin dress that came about two-thirds of the way down her thighs, which were covered in back silk stockings. Looking down I saw that she wore matching red, high heel shoes that clicked on the hard wood floor as she glided into the room. She had a long wavy black hair that framed a perfectly made up face and fell across her bare shoulders. The other thing I noticed immediately was that for the first time she had a bust. It was very realistic looking as it jiggled with her movement across the floor. I could feel myself becoming aroused as I watched her graceful and feminine movement. Arlene was beaming like a proud mother as she watched the expression on my face. When Teri came to a stop and spun around to face us with her right arm crossed in front of her, wrist limp, elbow tucked to her side and finger tips of her left hand daintily touching bare skin below her throat, Arlene asked, "Do you think Teri is ready to go public?" "She is liable to get raped," I answered. Arlene laughed and said, "We've really been working on perfecting her look for the past couple of weeks. More than anything we've been working on getting her to walk more from the knees and less from the hip, holding her shoulders correctly to compensate for the weight of her new tits and letting her body movement carry her arms rather than swinging them from the shoulder. Makes a pretty big difference doesn't it?" "Wow, what a difference," I replied. "We should go out dancing of something to celebrate. The tits really look realistic too." "Well, you can't be a proper lady without some tits," said Arlene with a little grin on her lips. She also was a bit thin in the hip department so we bought some enhancement for that as well. That improvement doesn't show up much due to the cut of the dress but you should see her wiggle her booty in a pair to tight jeans." "I can hardly wait, I said with enthusiasm. Arlene and I got dressed while Teri patiently waited and sipped on a glass of pinot noir. I must say that when we were ready to go it was hard to tell which of my two ladies was the most stunning. We went to a local night club that had a band that played great dance music and had ourselves a ball. Teri and Arlene got a lot of male attention and defensive looks from the women. Several unattached guys came by and asked the girls to dance and both accepted the offers from a couple of them. There was one guy who was so persistent on trying to push himself on Teri after he decided Arlene was with me that I had to have a talk with him. There aren't many men who will want to go beyond talking when I am in a serious state of mind and this guy was no exception. Fortunately, for him he didn't have to learn firsthand how effective the U.S. Army Ranger training, received compliments of his tax dollars, could be in a physical confrontation. After a bit of dancing and chatting with various friendly guys Teri was ready to end her first public coming out and we headed for the exit. The valet brought the car around and I opened first the front passenger door for Arlene and then the back door behind Arlene for Teri. I closed the doors and then came around and slid into the driver's seat. The drive home only took a few minutes. We soon found ourselves standing in the living room somewhat overdressed. Teri and Arlene both said they needed to get out of their dresses and get more comfortable. Being the lecher that I am, I said, "I'd love to watch." Teri and Arlene looked at one another and then grinned. Arlene came around behind Teri and unzipped her dress. Teri slid her arms out of the dress and let it slid down around her ankles. She then stepped out from amongst the folds of fabric, picked up the dress and turning walked over to place the dress on a nearby chair. As she walked to the chair, I saw what Arlene had meant about padding out her hips, which were a sight to behold as she propelled herself across the room. When she returned, she went to Arlene and helped her with her dress. Soon both were facing me standing side by side each in her bra, panties, garter belt, stockings and high heels. Teri smiled at me and said, "Why don't you come over and lend a hand." I didn't need any more encouragement and was soon standing in front of them asking what I could do to be of service. Arlene told me to help them by unclipping the stockings from their garter belts and then remove the garter belts. I knelt down in front of first Arlene and then Teri. I unclipped their stockings and then stood and went behind them and undid the clasp on the garter belt. Both moved over and sat down on the couch and Arlene held one leg out with her foot raised off the floor. It was obvious she wanted me to remove her heels and I quickly complied by removing both shoes and then rolling her stocking down. I then moved over and repeated the process with Teri. Teri got up, gathered up her clothing and sauntered, hips swaying, across the living room and into her bedroom. Arlene stood and began undressing me. She was a real knock out in her sexy bra and panties. In a moment, Teri was back wearing a light, blue silk, baby doll. I could tell she had removed the silicon tits and padded panties but she still looked stunning. The girls each took one of my hands and led me into Arlene's bedroom with my naked manhood standing at attention and swaying from side to side as we walked. Very quickly we all three had fallen into Arlene's king size bed and they both began dragging their painted finger nails along the shaft of my cock and balls. Soon they tired of this tease and Arlene grasped the shaft of my rigid pole and began squeezing it as Teri rolled my balls in her hand. They seemed to sense when they had gone far enough and relinquished control of my body back to me. I just lay there breathing hard for a couple of minutes and let my ardor cool down a bit so as not to ruin the evening. Once settled down I gave first one and then the other a long, deep and passionate kiss while I rubbed their soft and panty clad buttocks. To be honest, I was more focused on Arlene than on Teri as I was pretty intent of fucking the daylights out of someone and Arlene seemed like the best candidate. Besides that I've never fucked a girlie boy before no matter how pretty he was and Teri was a knock out. I began directing all of my attention toward Arlene and found that Teri got busy hungrily stroking my body. Pretty soon Arlene's juices were flowing and she was ready for me. She told me to do her doggy fashion. I turned her over and she got up on her knees and hands. I got behind her on my knees and thrust my hard meat into her wet and eager pussy. She let out a big groan as I ran my pole deep into her taking complete control of her body. Fully impaled on my shaft and breathing heavily she asked Teri to come lie under her and suck her nipples. Teri quickly got on her back and slid her head under Arlene's chest. She took one of Arlene's rigid nipples between her lips and grasped the other between her thumb and finger. With Teri sucking on her tits and me poling the living daylights out of her from behind Arlene was moaning and groaning intermingled with pleas to me to go harder and deeper. Several times she squealed in exquisite pleasure as her body shuddered with orgasmic waves. Soon I couldn't hold out any longer and felt my juices rising up into my throbbing, slippery cock, deeply burrowed into Arlene's pussy which she was now expertly using to rhythmically squeeze my meat as if determined to get every drop of my cum. I heard myself groan as my load erupted in one thick jet after another causing me to shudder with each pulse. I grabbed Arlene by the hips as I rolled off my knees and on to my side pulling her over on her side in front of me. One of Arlene's tits popped from Teri's lips as she rolled over. The three of us lay on the bed and two of us were definitely very satisfied, including me. Teri moved over and lay facing Arlene, and I heard her tell Teri that she had a real knack for sucking tits. Arlene pulled Teri's head closer and gave her a lingering kiss on the lips. In a moment I could feel Arlene's arm moving and looking over her body I saw that she was rubbing Teri's rigid "clit" through her panties. I heard Arlene tell Teri that her dickey felt especially hot when felt through nylon panties, which seemed to turn Teri on even more because she started thrusting against Arlene's hand. After a bit of this hand humping, Arlene rolled Teri over on her back and rose up on her knees. She then proceeded to pull Teri's panties down some exposing her rigid member. I whispered, "Wow, what a clit that girl has." Arlene looked around at me and grinning asked, "Would you like to lick that lovely clit?" I replied, "I'm too exhausted but I'd love to watch you go down on it." With no further ado Arlene leaned forward and engulfed Teri's dick in her mouth. She proceeded to expertly suck it as her head bobbed up and down sliding it in and out of her mouth. Teri was moaning quietly as Arlene added to her pleasure by rubbing her balls through the silky fabric of her panties. Soon Teri's back arched and I was certain that she was pumping her love juice into Arlene's mouth. I could hear kissing and licking sounds as Arlene cleaned Teri up. Teri was withering under Arlene's ministrations and definitely looked like she was enjoying herself. We all three snuggled up under the satin sheet and slept the night in Arlene's king size bed. Triple Header Part V The next morning Nelson left to go run some errands and Arlene and Teri took their coffee out on to the side porch and sat side by side in a large porch swing. Teri said to Arlene, "I could hardly believe how many times you got off last night and with such intensity. I'm jealous." Arlene grinned and answered, "Yeah, it did get pretty intense. I felt totally and completely fucked by our man." She gave a little laugh and continued, "It is really good when Nelson abandons all restraint and takes full control of my body and my pleasure. Completely submitting to his need turns me on like nothing else." "Oh, how I envy you," said Teri. "Do you suppose I could get Nelson to butt fuck me," she asked. "Oh, honey," replied Arlene, "You don't want to take it up the ass. Trust me, I've tried it and it hurts. Besides, it isn't anything like vaginal sex." "But, I so want to feel something like you do with Nelson," said Teri very earnestly. "I want to be fucked and feel like a real woman." "Well," said Arlene as she looked into Teri's eyes, "I can only think of one solution short of a sex change operation and that is deep throat. If you can learn to accept a cock down your throat that is as close to vaginal sex as you can get in my opinion. It doesn't hurt at all and you can feel the hard shaft spreading your throat open as it slides in. You can feel all the throbbing heat of the cock against the walls of your throat. You can even squeeze it by constricting your throat muscles. The throat is the next best thing to a real vagina." "It would be wonderful if you could teach me to deep throat," exclaimed Teri. "Hmmm," replied Arlene, "I think we may need to shop for a dildo to practice on. Maybe we can go online and order one this morning while Nelson is out." Online they found a dildo where each end was a replica of a cock with a hard on and each end was a different size. They both agreed that the bigger end looked similar in girth and thickness to Nelson's manly tool. Teri could hardly wait to get started so they had it shipped express delivery. "In the mean time," Arlene said as she gave Teri a little wink, "I'd suggest that you start holding a banana or a cucumber in your mouth at night when you go to bed to get your jaws accustomed to having your mouth full of cock." Teri giggled at the image Arlene's comment elicited and asked, "Are you serious?" "Sort of," answered Arlene, "You do need to train your jaw muscles but use whatever suits you." "That is enough of this for now. Let's get the house cleaned up and go down to the mall and do a little window shopping. I'd like to see some of the fall dresses that are on display." After wandering through the mall mostly taking in the display windows, the girls decided to have a light lunch and went into a restaurant. It was a little late for lunch so the restaurant was mostly empty. They found an out of the way booth and slid in while the waitress laid menus on the table. They looked over the menu and decided on a small bowl of soup each along with a half sandwich. They placed their food order along with a glass of white wine. After only a couple of minutes, the waitress returned with the wine. They each took a sip of the wine and relaxed back into their respective booth seat. Teri looked at Arlene for a moment clearly wanting to say something but hesitant. Arlene smiled and waited for Teri to speak. Teri said, "I'd like to ask your professional opinion about something." Arlene replied, "You mean my opinion as a counselor?" "Well, not especially as a counselor but more as someone with some background in psychology and mental health," answered Teri. Putting on a serious face, Arlene said, "Okay, I'll try, what is your question?" Hesitantly Teri asked, "What do you think about my mixed gender identity, that is, my dressing and acting like a woman much of the time?" Arlene studied her glass of wine, considering her response. She reached across the table and took one of Teri's hands into hers. Looking Teri in the eyes, she said, "First, it is a bit difficult for me to be clinical with you Teri. You know that I've come to love you like a long lost sister and we have a true bond with one another. That said, I'd have to say that while this is not an official Diagnostic and Statistical Manual reply, my opinion is that in a sense you're psychotic." "Oh my!" exclaimed Teri, "That sounds awful. Aren't psychotics totally crazy?" "Well, psychosis is a variable state and can even come and go. But, in a nut shell, a psychotic is a person who has at best a tenuous hold on reality." "You think I am out of touch with reality? Arlene studied Teri's face while stroking her hand and said, "Think about it. You have the female persona down pat. You look like a woman. You move like a woman. You talk like a woman. You have all the little nuances of behavior and expression mastered. You easily attract a lot of male attention. However, you are physically a male. There is no question that biologically you are a man. There is a real disconnect between your sex and your gender identity. One might say that psychologically you've lost contact with your biology – a break with reality!" "So, you think I'm insane?" "No. You're definitely not insane. You are functional. You can handle the daily demands of your life and take care of yourself. In a sense, you live in a world that has a flawed connection to reality." "What do you mean flawed," asked Teri? "Sex, for all practical purposes, is biologically dichotomous. To be female, as opposed to male, is to be driven by an underlying biological reality that has evolved over millions, if not hundreds of millions of years. Trying to enhance the beauty and attractiveness of the female body, behavior, voice, mannerisms and attitudes, even scent are all designed to attract males so that one can choose the most fit sperm donor to fertilize one's eggs and sustain enough male interest to stick around and assume some responsibility for offspring. In short, being a biological female is ultimately about making and providing for babies, even if one never fulfills that biological imperative. Gender is a psychological and social construct, which is dimensional and can vary by degrees from ultra feminine at one end to ultra masculine at the other end of the dimension. While there is a fairly close relationship between sex and gender it is not a perfect match. No matter how completely you identify with the feminine end of the gender spectrum and behave in a feminine manner, you are still just an imitation woman and always will be. Even hormone therapy and sexual reassignment surgery would just improve the imitation. One is still a faux woman and no closer to the underlying reality." Teri sat quietly looking at Arlene. Her hand was still enclosed in Arlene's hands. Her eyes glistened with tears that had welled up but not in sufficient quantity to flow. "Arlene," said Teri in a quiet voice, almost a whisper, "You must think I am a real freak."