30 comments/ 62670 views/ 55 favorites The Wrong Way to Prevent Cheating By: Watcher50 This is my first attempt at story writing - any comments feedback are appreciated. ***** Like many of the people who read these letters, I have lived with the desire to see my wife make love to another man. The thought of seeing her give herself to another really makes me hard and while we have toyed a bit with the idea of it in our lovemaking, I have never pursued since we have been married. You see, early on in our relationship, a bizarre situation I inadvertently caused resulted in my seeing her getting intimate with another guy whom she had been dating before we met. As it almost brought an end to our relationship, I have had to just live with the memories of seeing her making passionate love with another man knowing that she fully gave herself to him because of my foolish behavior. But I am getting ahead of myself... My wife, Sheila and I met in college just after she started class. I was a sophomore at that time and lived in a dorm at the center of campus. We met through a mutual friend at a party during the first week of school and it was pretty much love at first site. This story is about how an accidental erotic episode in our early dating almost brought an end to our relationship. Sheila is a natural beauty. Not supermodel material per se, but she has a wholesome look that projects both innocence and her fun-loving nature. She has chestnut colored hair and an athletic build with small pert breasts and a nice firm butt. She's really easy to talk to and the first night I met her we talked until 3 in the morning. The next day we went on our first date playing racketball together at the campus gym. Both of us were virgins when we met, so our courtship was a slow one. In fact it was a week after our first date before we started kissing and having light make out sessions. Basically just kissing and a little light groping over our clothes at the end of the evening It was at one of these initial make out sessions that I was shocked to learn that she was engaged to someone else. I found out that even though Sheila was a virgin she was engaged to her high school boyfriend. Her parents did not want her to wear her ring when she went to college as they both thought she was too young. Not wanting to rock the boat, Sheila agreed not to wear the ring and told her fiancée, Dave, that while she was happy to be engaged that she did not want to cause problems with her parents so that she would agree not to wear a ring and that after Christmas the first year of school there would be less of a problem if they were to get engaged. Anyway, Sheila was surprised that she was developing feelings for someone other than her fiancée so quickly. We both loved each other and Sheila felt that I was the one but she wanted to take it slow until she ended things with Dave. Dave was attending a trade school out West and since he was on the other side of the country, she did not want to break things off immediately with him over the phone since she felt she should meet him in person to explain things and to give him his ring back. It was September of my sophomore and her freshman year and we were pretty much seeing each other every day. While Dave had planned on visiting her in late October after mid-terms, Sheila's resistance continued to break down. The daily make out sessions now included her jacking me off and her wrapping her lips around my cock to catch all of my sperm so as not to make a mess. She let me finger her pussy and play with her breasts. On the weekends, we would spend the nights together usually working in a couple of heavy petting sessions. By the end of September, Sheila was blowing me regularly. She liked to play with my balls while licking the head of my cock and jerking me with one hand. I would often return the favor by eating her pussy and lightly fingering her ass. We had began to incorporate 69 into our regular weekend activity as well. By the time, we were in early October, Sheila's schedule would permit her to stop by my dorm room in the afternoon for a quick session. We had about an hour between classes and my roommate was conveniently in a lab during the time. She would come by and we would have time for some French kissing and a quick 69. We had also started occasionally rubbing my cock up against her pussy but without penetration. It was always really hot and would get me really hard. She loved the feeling of my dick sliding across her slit and the cum splashing on her skin. It was at about this time that we started talking about going all the way. I really wanted to and I reasoned with her that as we did everything else and since she was planning on breaking up with Dave in a couple of weeks anyway so she was effectively unengaged. She wanted to as well but was a bit scared and felt horribly conflicted since she had not yet broken off her engagement to Dave. That said she agreed it was silly for us not to - so on the first weekend of October that year we agreed to try it. Luckily she was already on birth control for a medical condition, so there was nothing keeping us back. Late that Saturday night, in my dorm room, we had gotten completely naked - something we rarely did - since we often had to work our rendezvouses around roommates schedules. My cock is about 7 inches long and slightly thicker than average and I took the head and rubbed it around her pussy. She had a hard time getting wet that first time and was unable to work it in. She ended up giving me a very hot blowjob instead - swallowing an extra big load of cum. Sheila promised that we would try again and next time she would get some lube just in case she needed it. Well, it didn't take long, the very next day during our afternoon between class session, Sheila came by. She dropped her panties and told me she wanted to try. I got on top of her in the missionary position and worked my penis in her. It felt really tight and as we began to pump, Sheila looked up at me and said please hold her close. As I did, she started licking me ear and told me how horny she was. As we rocked back and forth, my cock pushing in and out of her, she yelled out that she was coming. As her pussy contracted, my cock got the extra squeeze it needed to cause it to shoot resulting in a very heavy load of cum shooting up her pussy. I rolled off of her - both of us panting. She laughed at the goo inside of her and asked for a paper towel to help her clean up. A few minutes later she was out the door and on her way to class. Later that evening when we spoke, she told me she hadn't cleaned up well enough and my cum was leaking down her leg in class. She thinks some of the other guys may have noticed and she was really embarrassed. That said, she certainly enjoyed our new afternoon activity and was happy to stop by every afternoon for a quickie before class. I was really enjoying all of the fucking and oral sex. We had been experimenting with a number of positions but found we really both liked missionary the best. Between weekday quickies and weekend overnights, neither of us could be more satisfied sexually - or so I thought. It was the second to last week of October when Sheila mentioned to me that Dave would be visiting her the next week for 3 days. While I felt confident in our relationship, I was slightly concerned about what this meant. I confronted her directly. "So are you planning to break things off with Dave right away?" I asked. "Not immediately, I was planning to work up to it and let him know toward the end." Sheila replied. "Oh," I said somewhat taken aback. "Does this mean you are planning to have sex with him?" "No silly! Of course not," she quickly replied. " I wouldn't have agreed to make love to you if I thought I was going back to him. You're stuck with me." "Well, I'm glad to hear that!" I said partially relieved and giving her a quick kiss. "I was concerned you might want to try some of the things we have been doing with him. I mean, he probably is expecting "some relief" from you while he is here. Didn't you and he fool around at all?" Sheila had a somewhat troubled look as if she had not fully considered what may transpire in the coming week. That said she reassured me a bit. "Look, Dave and I are over. We never went all the way and pretty much just jerked each other off when we made out in high school - so he won't expect too much." "Pretty much?" I questioned. "Well, the night before he went off to school, things got a little heated." She said and looked as though she was slightly flushed. "If you must know, he and I had gone out parking, we both had taken off our underwear while leaving our tops on in case we needed to make a quick getaway. He was fingering my clit as I was jerking him off, I started licking his cockhead until I wrapped my lips around it while I stuck my finger up his ass. I almost choked on his cum -actually that's part of the reason I was hesitant to give you a blowjob right away." "So, yes he probably does expect some form of relief, so now that I am thinking about it I will probably need to say something to him sooner than later about a break up. You and I are in a relationship now and I have no plans to cheat on you. That said, I hope you understand that he and I were dating before we met and I am trying to wrap things up without hurting him - so I would appreciate it if you would try to avoid seeing me those three days next week while he is in town. I promise after that you'll have me 100% to yourself." "Of course," I said. "I understand and will try to avoid you. Where will he be staying? I want to make sure I give him a wide berth." "He'll be at the motel on University avenue by the west side of campus." "Ok, I agree not to see you but you need to be good! However, if you want to check in on me and keep me from having to beat off in your absence you could stop by during our normal afternoon tryst - it would be the least you could do!" I said playfully. Batting her eyes, Sheila agreed, "Ok, you better not get me too worked up though since I'll be hanging around my ex the rest of the time!" We then proceeded to have an extra intense sex session. My cock was rock hard. I didn't know exactly why at the time - but I think it was the thought of Sheila being so close for a couple of days to a guy whose cock she had sucked off was making me really horny. We stripped down naked and she sat on the dorm bed while I stood in front of her. She licked the head while playing with balls and looked up at me. "Wow, you are really horny! Are you trying to make up for the couple of days next week we won't be together?" She said. I grunted and blasted an initial load of cum down her throat. She continued to lick my cock for a few minutes and amazingly I was rock hard again. Lying on her back, I began to lick her pussy before she grabbed my head an pulled me into her. We proceeded to have a somewhat frantic missionary fuck that ended with me filling her snatch with a second load of goo. The next few days where more of the same until our Tuesday afternoon sex session before Dave was to arrive. She was in a hurry so she only had time to give me a quick blowjob before heading off to class. We were getting ready to say our goodbyes and head back to our respective lectures. "You will be good with Dave - won't you?" I asked. "Of course, I will." "You know he will expect something sexual from you - I mean afterall he is coming almost 1200 miles," I chuckled nervously. "We've been though this, Mike" Sheila said. "And, if he really needs release, he can always take matters into his own hands. You really don't have anything to worry about. I'll stop by tomorrow afternoon - so don't worry." That said, I did worry. I was a relatively insecure college kid, who had met a great girl and was concerned about losing her to her old fiancé. While I trusted Sheila, I knew now that she was fucking me regularly, it might not be so hard for Dave to break down her defenses over the next couple of days. Fortunately, or unfortunately, I did have a plan. I was good friends with Tom, another student who worked nights at the motel Dave would be staying it. I had explained the situation and Tom was glad to help me out. He agreed he would keep an eye on Dave's room at the motel and if Sheila was visiting there with him he would let me know right away. Also, he would try to arrange it so that they would be in the ground floor room on the end where there were some bushes were I could watch from. He would also try to make sure the drapes were slightly parted so that I could peak in if they were there. Tom explained, "Well, I hate to admit it but I'm a bit of pervert so, I have some experience in arranging the curtains just right. Plus as these older motels have super thin walls you can pretty much hear everything in the end room. Of course, the people inside don't know it. In fact, I've probably seen about 10 people getting it on here since the semester began and I've never have even been close to getting caught." After dinner that evening, I caught a call from Tom. "Hey Mike, you better get down here. I think Sheila just came back and went into the room with her fiancée. She looked really nice. Not like a slut or anything but rather like she was dressed up from going out to a nice dinner or something." I thanked Tom and jumped on my bike and was over at the hotel in 15 minutes. Tom pointed me to his favorite spot, a chair he had placed at the end of the landing near the hotel room but hidden from the parking lot by the bushes and since I was wearing dark clothes you could barely tell I was there. As I settled in, I could see into the small typical motel room, the guy I presumed was Dave together with Sheila sitting on the bed just talking. Tom had made sure that the small windows behind the drapes were opened so I could pretty much hear most of what they were saying - even from where I was positioned. It seemed I had gotten there in the middle of an argument. "Well, if you were going to break off our engagement, why didn't you call me? It would have been nice to have known before I paid to fly down here as well as taken you out to a nice dinner," a somewhat angry Dave shouted. "I'm sorry," said Sheila, "I didn't want to break up over the phone after everything we have been through. I didn't know how you would take it." "Is there someone else?" Dave asked angrily. "Well there is someone but I am not engaged, I just think that now that I am in college and you are at trade school, we should be open to seeing other people. I am not saying we will never get married but I don't want you to think I am ready to get engaged at Christmas like we had originally planned." I was somewhat concerned to be hearing this - but as I thought more about I thought she was probably trying to step things down gradually since he was angry and since she knew she may be seeing him for the next couple of days. "So does this mean we aren't going out?" Asked Dave. "It means we can see other people. And while we can date from time to time, I'm not committing to getting married to you," responded Sheila. They then went on for a few minutes more talking about their change in relationship status as well as catching up on day to day things they had each been doing since they both went away. I noticed though that while Sheila mentioned she was dating she had not mentioned me specifically by name. Finally, Sheila started to get up and say goodnight. She went over to Dave and went to kiss him on the cheek. He turned quickly and caught her on the lips giving her a quick tongue kiss. "Hey." Sheila said, "I thought I explained we weren't engaged anymore." "Yes," Dave said, "but I thought you said we still could date. Since, I was good enough to come all this way and take you out to dinner, the least you could do is "help me" out so to speak. "Well," Sheila hesitated. "I did say I am seeing someone else." "Yes, but it's not like you haven't done things with me before. Just a quick handjob for old times sake?" Dave asked. I watched and waited. This was the moment I had anticipated and dreaded. What would Sheila do? For some strange reason, part of me wanted to see her play with his cock, but part of me wanted her to walk away knowing that I could trust her. Instead she found a happy medium. "Well," Sheila said. "I guess it would only be fair if I helped you out. But I will not give you a handjob. Rather you can take your cock out and I will get naked and talk dirty to you while you jack off." "I guess beggars can't be choosers," Dave said as he began to drop his pants. As he pulled off his jeans and underwear, a nice long cock sprang out. It looked like it was a good 9-10 inches - slightly longer than mine and with a thicker head." "That's the spirit." Sheila said with a smile. " Take off all of your clothes and start wanking on the bed. I'll take mine off and sit in the chair on the other side of the room and I'll masturbate as well." So both of them got up and took off all of their clothes. Both of their bodies were tight and in good shape. Dave went over toward Sheila but she warned him and he reluctantly agreed to lay back on the bed. He immediately started pulling on his hard cock. Seeing that Dave was going to be good, Sheila relaxed and sat back in the chair and with her legs spread slightly she looked straight in Dave's eyes and started rubbing her clit while she slowly caressed her breasts and pinched her nipples. "So did you miss me," she said as she slowly rubbed around her pussy. "I bet you would like to lick me right now like you used to." Dave let out a moan and started to get up. Sheila waived him away and he slumped back realizing this was only going to be a tease and that any release he got would be at his hands. Sheila went on, "I've thought about your nice cock many times while I've sucked off other guys. I really like how long it is and how you rubbed it up against my clit the one night we were in the car." She continued to rub her pussy and Dave was jacking off harder now. " Do you ever wonder if I am sleeping with other people now that I am in college? I bet you picture me sucking off other guys like I did to you." Dave continued to stroke his cock - while Sheila started breathing more heavily. "I'm close to coming but you cannot touch me. However, if you like you can come anywhere on my body." With that she walked closer to his bed, Dave got up and asked her to lay down while moving to the side of the bed and continuing to jack off. He was jacking while aiming at her bush while standing next to the bed. Sheila continued to masturbate with one hand and reached out to hold Dave's leg to steady him while he quickened the pace of his jerking- blasting a load of cum all over her pussy. They both sighed and Sheila smiled and looked up at the naked Dave. "I hope you enjoyed that. I really shouldn't have done even that - but glad I was able to help you at the end. Maybe tomorrow night we can do it again - but nothing more." At that point, they both started to get dressed. I realized she was going to be leaving so I snuck away and said a quick goodbye to Tom - telling him that there was nothing to see and that Sheila looked like she was about to leave. I got out of there and headed back to my room. I went to bed but I was restless. Fortunately, my roommate was out studying, so I took out my cock and jerked off thinking about Sheila sitting there naked as she masturbated in that chair showing off her pussy and talking dirty to Dave. I pictured his cock spurting all over her puffy mound of pubic hair and it sent me into immediate orgasm. I laid there panting. "Well she hadn't jerked him off and really didn't kiss him," I thought to myself. "What's more she really didn't even kiss him other than when he reached out to her. I think things will be okay." The Wrong Way to Prevent Cheating The next afternoon Sheila came by. She was particularly cheerful and gave me a big hug. "How were things last night with Dave? Did he take it okay?" I asked. "It was okay," She said. "I told him that I wanted to see other people and that I was seeing someone and that I didn't want to be engaged now. I thought that way I could let him down gradually" That made me feel better. She clearly wanted to break things off with him but was trying to be nice about it. I guess I understand that. From what I saw of him he seemed attractive and a decent enough guy, and if I were in his shoes I probably would have pushed for sex as well. That said I was still concerned she had two more days with him and I wanted to make sure she was not about to go back to him. "So did you guys do "anything?"" I asked curious to see how she would respond. "Not really," she said with a smile. "You were right though he sort of expected something but I didn't touch him..." She hesitated a bit waiting to gauge my reaction. "Really?" I said a bit annoyed that she was equivocating with me. "Yes, but I have to confess I did let him jerk off in front of me while I talked to him and cheered him on," she smiled Ok, I thought at least she was not completely hiding the truth. She kind of forgot to mention she had been naked and masturbating while he came all over her bush. That said, she was not going out of her way to hide things from me, and after all, its not like they hadn't seen each other naked before in the past. Still, I thought I had better act a little pissed off - so that things did not go further when they were to meet again later that day. "Well, I'm not really happy about that. I guess I understand but I hope you aren't planning on doing anything more than that while he's here." I said as I sulked a bit. "Oh no, I will be good," she pledged. She then reached over to me to give me a big hug and kissed me lightly on my cheek. "I'm sure," I said. "Still I hope you have time to not be so good before you leave me today." With that she smiled and proceeded to unbuckle my pants. I looked at her differently having watched her masturbate so fiercely in the motel room with Dave the other night. I dropped my pants and she proceeded to lick and suck my cock while staring at me. I wondered what she was thinking about and if she was comparing my cock to Dave's. The blowjob felt really good and I was starting to get close. I moved to try to get her to fuck and she pushed me back down keeping her lips tightly wrapped around my cock. She came up for air. "I don't have a lot of time until class and then I am going right to see Dave so I don't want to get all messed up." With that she went back down on my cock, swirling her tongue around the tip while looking up at me with her blue eyes. She started playing with balls. I couldn't help but think about how she had let Dave jerk off all over her body the previous night and the sight of his cum splayed across her bush. That and her skillful hand and tongue caused me to erupt shortly. She swallowed my cum and got up and straightened her clothes she smiled as me as I laid back on my dorm bed a bit worn out. "Now don't worry about me, Dave will be leaving shortly and I promise I'll make it up to you after he's gone. You really don't have anything to worry about." She gave me a quick kiss on the cheek and headed out the door. I nodded off to sleep and missed my class that afternoon. A couple of hours later I was awoken by the telephone. It was Tom. "Mike, Sheila came here to meet Dave and they just headed back to his motel room with a pizza." "Thanks Tom, I'll grab a quick bite and head over. I doubt anything will happen but I'd like to make sure." As I headed to the hotel, the images of the other night went through my mind. I was wondering if Sheila would keep her word and have another mutual masturbation session with Dave. I decided I would take some lotion with me in case they did as I thought I might like to jerk off while I watched them. As I rode my bike, I realized I was kind of getting into the whole situation. It was hot seeing my sexy girlfriend being viewed as a sex object by another guy. The sight of her naked body in front of a naked horny well hung man was really erotic. As long as things didn't get out of hand this was pretty cool. I waved to Tom as I pulled my bike up and made my way to the chair just outside the room. I had gotten lined up perfectly and had a good view of the bed and chair. They were both sitting on the bed watching TV and just finishing their pizza. "Well," Dave said. "Is there any chance, we can make out a bit before you go? It was really hot last night jerking off on you - especially since you and I have never been totally naked together. I was hoping we could pick up where we left off." "Hmmm, I don't know Dave," Sheila continued hesitantly. "I agree it's been really nice seeing you and I really enjoyed last night and all - but as I said I am seeing someone else. So I don't really feel right about making out with you per se. But so long as things go no further, I suppose we can have another session a bit like last night." Dave was pleased to hear her say this and pushed a bit. "Could I hug you a bit and perhaps instead of just jerking off could I rub my cock on you? You wouldn't have to touch it, it would touch you." He chuckled a bit as he said it. You could see Sheila was thinking a bit about what Dave asked. "Ok Dave so long as we don't get too close, I am happy to help you out by putting on a bit of a show for you" said Sheila. With that she went over to Dave to give him a hug and kissed him on this forehead. "Why don't you go ahead and strip down, I'll strip down to my underwear and give you a full body hug. I enjoyed seeing you and who knows I may be persuaded to rub you a little bit." Hearing that Dave sprang up and immediately ripped off his clothes. Sheila removed her jeans and top and neatly folded them and sat there in her pink underwear. Her firm young body looked very inviting in her bra and panties. I looked down at her underwear and there was clearly a wet spot. She may have been claiming she did not want to go further but clearly her body was giving a few signals that she was aroused. Dave and her got comfortable in bed. She spooned his naked body from his back side and was whispering a bit in his ear. After a few minutes, Dave turned facing Sheila, his cock was large and bumped into her leg as he reached over to her breasts and began to rub them through her bra. "Whoa boy," Sheila said. "remember, I didn't say you can grope me. You can lay next to me and jerk yourself off facing me. I'll lie here on my side and look at you and you can look at me in my underwear. But no touching." Dave began to begrudgingly masturbate again. Looking at her up and down while Sheila smiled at him. Suddenly Dave noticed the wet spot. "Hey what's with your panties? Are you that excited? Is seeing me naked and whacking off making you horny? Here let me help you." Dave said breathily as he pushed his one hand past the waist band on her panties. He began to slowly stroke her pussy with one hand while he continued to jerk off with another. Sheila was a bit surprised. She looked him in his eyes and asked him to stop but she didn't push away. He continued for a few seconds more and Sheila involuntarily spread her legs a bit to allow for better access. Looking back at Dave she stunned me and said. "Dave I know it feels like old times and that nothing has changed but we really shouldn't be doing this anymore. I'm in a relationship with someone else. Since though we are breaking things off, perhaps we could mutually finger each other one last time. But that's the absolute end! Tomorrow night if I see you - its only to say goodbye. Do you understand?" Dave groaned in agreement and wasting no time helped Sheila get naked. I had a clear shot of my girlfriend totally naked with another man's fingers deep inside her cunt while he was jerking off. Correction, she was jerking him off now and they had begun to kiss each other passionately. Dave had two fingers inside her pussy while Sheila's hand was wrapped around his cock furiously moving up and down. You could see the juices glistening on his digits even from outside their window. He was grabbing her breast with the other hand as he alternated between tonguing her nipples and wildly French kissing her. This was too much for me to take. I looked around to make sure no one could see me and took out my cock. I began to slowly stroke it as I watched my future wife French and play with this guys huge cock. I synced my rhythm to theirs as I watched her fingers wrapped around a cock a good 2 inches longer than mine. It didn't take me long before I was cumming in the bushes but they continued to caress each other for another 10 minutes before I saw his cock shoot a huge load across the room with the remaining cum drooling across Sheila's hand as she milked it gently until it shrunk back into place. They both started laughing and continued to cuddle for a few minutes until Sheila pulled herself away and started to slowly get dressed. Figuring they were going to be wrapping up soon I cleaned up and headed out of there. I stopped by to tell Tom I was going and to let me know what time Sheila ended up leaving for the night. As I got back to my dorm room, the image of Sheila naked with her hands wrapped around his hard cock was too much for me - so I jerked off one last time before falling asleep. The next day I spoke with Tom who told me Sheila left a few minutes after I did but that Dave bumped his check out date until the next day. That seemed odd since I knew that Dave had to get back to his school out West; I was concerned in that perhaps he was thinking he could still woo her back and he needed another day/evening to persuade her. That said, I didn't want to tell her that I had seen her lest she thought I didn't trust her - after all she was not out-and-out lying to me. I decided I would gently confront her about it and see her reaction that afternoon when I would see her between our classes. If she was still truthful with me that afternoon, I decided I wouldn't have anything to worry about. Still, I told Tom to count on me coming by the motel that evening and that if he should see anything unusual to give me a call earlier. The rest of the morning went by slowly and I was only half-paying attention to my classes as I thought about Sheila jerking off Dave's huge cock while he was finger fucking her. I couldn't get the image out of my mind. Fortunately, Sheila was stopping by my dorm room at 2 so I could expect some relief later in the day. That afternoon I sat in my dorm room sporting a big hard on in my jeans (although not as big as the one I saw on Dave the other night), I was thinking about whether I had time to whack off again when I heard the familiar rapping on my door. "Come in," I shouted. Sheila came through the door with a big smile and plopped onto my day bed. "Hey you, I've missed you. Come here and sit next to me, I want to give you a treat for being so understanding this week." I went to sit next to her and started to unbutton her shirt as I kissed her. She tried to waive me off - saying she only had a little bit of time. But even though she had slipped down to give me some head, I was persistent and before long I had her top off and was looking at her perfect breasts while she was blowing me. I noticed some love bites on her breasts. Sensing that I had seen the hickeys, Sheila got embarrassed. She stopped sucking on my cock and almost began to cry. "I'm sorry Mike, I didn't mean to do anything with Dave. But we got talking last night and things got a little carried away." "It certainly looks like it," I said in a slightly annoyed tone. "I thought you had things under control and were breaking things off with him." "I did, I did," she reassured me. "But as we were together, it seemed a bit like old times, I didn't give him a blowjob and we didn't have intercourse, but we did make out a bit and I sort of helped him with a handjob. We talked about it afterwards and I said that while I would see him tonight to say goodbye that there would be no more "relief" being granted and that we could just meet for dinner. Can you forgive me?" Well, I thought to myself, at least she is being partially honest again. She is however forgetting to tell me that she had let him finger her to orgasm. Could I trust her? I didn't know - but I thought I had a sure way to ensure things would not go any further. "Well, I suppose since you didn't do anything you hadn't done before, it's okay. Just promise me that you won't go any further with him," I said. "You mean, you are okay with what I did? And you don't mind that I gave him a handjob? You're the best boyfriend a girl could have." "Well, I wouldn't say I don't mind - but I understand how it can happen. Just make sure that you are not sharing your other charms with him and please make sure he understands you and him are over." Sheila was so relieved that I wasn't going to dump her that she gave me a big hug and went back to the excellent blow job she was giving me. Given the image of her being mauled by Dave that was running through my mind, it wouldn't take me long. That said I didn't want to come in her mouth and pulled away. "What are you doing? Sheila questioned. "Heck with this, I would like to make love to you right now." I said this knowing full well that Sheila wouldn't have time between classes to clean up before seeing Dave. I figured that a full load of cum in her pussy would help keep her honest and her panties on. Sheila protested weakly but given what had just transpired she couldn't exactly say no. Sheila let me take off the rest of her clothes and we had a quick fuck. I was really horny and I drove my dick deep into her pussy and filling her up in record time with a very thick load of cum. Unfortunately because I was so aroused and came quickly, she didn't cum with me. I offered to get her off with my hand after I caught my breath. She sighed and said she didn't have time as she couldn't be late for class and got dressed quickly. I got a call from Tom about 2 hours later. It seems as though even though it was only 6 in the evening - Sheila and Dave had made their way back to the motel. I thought to myself perhaps Sheila is calling it an early night and just breaking things off right away. I thanked Tom and told him that she probably wouldn't be there long but that I would stop by in a few minutes anyway. When I arrived and took my now customary place in the shadows by their motel room, I was surprised to peer in and see a topless Sheila jerking off a naked Dave. His cock was straining under her expert hand motion as he played absent mindedly with her breasts. She quickened the pace. "Are you about to cum Dave? She asked. Her manner and approach seemed different than before almost mechanical. "Not quite yet." He said moving her hand away from his penis. "Why are you stopping me? You said that you would not tell Mike if I made you cum. Let me finish up so I can call it a night." I later found out that apparently Dave had been doing some spying around campus as well. He had been keeping an eye on where Sheila had been going during the school day and had seen her slip over to my dorm. When Sheila tried to break things off with him over dinner that evening, Dave threatened to tell me everything that they had been doing during his visit. His price for remaining quiet was one last handjob that night for old time's sake. As it was nothing Sheila hadn't done before with Dave, she agreed to this last time on the condition she keeps her pants on and that if anything is ever said to me, she would find a way to make Dave's life a living hell. Anyway, Sheila was trying to finish up the handjob and get out of there when Dave stopped her. "I can't let you finish me off without me doing something to you in return." "That was not part of the bargain, Dave, let me just help you get off." Dave insisted, "it's not right that I get to cum one last time without you, let me finger you like we did last night. Wasn't that hot?" Sheila reluctantly agreed. "Yes, it was hot but I told you we are through after tonight. I know I shouldn't be doing this but jerking off your big cock is making me really horny. " I knew I shouldn't have left her hanging earlier that day. She stood up and quickly pulled her jeans and panties off. I thought I saw her check her panties quickly. Thinking she didn't have any more of my cum inside her, she hopped back on the bed next to Dave. The two of them picked up where they had left off. Dave was alternating sucking on her breasts and tongue kissing her while Sheila wrapped her tiny hand around his huge pole. Dave then began to finger her pussy, first with one finger, than with two and finally three. Watching her furry little pussy being manhandled was making me really horny as well. "God, you are wet tonight," Dave said in a fit of passion. "uh-huh," was all that Sheila could muster. Not having orgasmed with me a couple of hours earlier, she had to be really horny and it looked like Dave really knew how to get her going. Sheila started to pull her legs back and breathe heavily. Her breasts were red and she looked like she was on the verge of a really powerful orgasm. "What the fuck!" Dave yelled suddenly. He apparently had looked more closely at his hand and could see a wad of cum that I must have left inside her. All of the intense fingering had caused my cum to leak out of her pussy and cover his hand. Disgusted he jumped out of the bed screaming and ran into the washroom to clean off. I laughed inwardly - well it seems my plan worked after all although perhaps not exactly as I intended. Little did I know. Lying there naked and near orgasm, Sheila pulled herself together and went over to the bathroom door. "Dave, Dave, I'm sorry!" She sobbed. "I had told you I was seeing Mike. I should have cleaned up before we went out but I really didn't think we would be doing anything further." He opened the door naked and surprisingly still erect. His big cock projected out from his body as my girlfriend stood by equally naked half-crying as well. Dave was incredulous. "I am surprised at you. How could you do this? Up until the other day we were engaged." Sheila was silent. Dave continued. "You have been fucking some other guy? I thought you were just dating him. I can't believe you were having sex behind my back. We had been going out for 3 years and up until our last night at home a couple months ago; I had only gotten handjobs from you and only a blowjob once before we left. You come down here and within a couple of weeks you start fucking people. How many other guys have you been sleeping with?" You could tell Dave was mad. His sizeable dick swayed as he moved toward Sheila. She tried not to cry and headed back to the bed to sit and try to calm Dave down. "I know I am sorry it just happened, I didn't mean for it. I just fell for this one other guy. He's really nice and it just started to progress naturally." "Well, I for one am really disappointed in you," Dave responded. "You had given me this line about saving it for marriage. You know I was waiting for you." "I know, I know, I wish I could make it up but I can't, I'm in love with Mike now. That said I still have feelings for you." She continued, "I never meant to hurt you." Trying to fight back the tears with a smile she continued. "You know while we can't go all the way, I did promise you a handjob and what you were doing to me was feeling really good. Let's calm down and we can make each other feel better." The Wrong Way to Prevent Cheating She grabbed his hand and pulled him to her. Giving him a kiss the two of them laid back down on the bed. "I promised you a handjob for old times' sake. I hope I can still at least do that for you and you can make me cum too. I'll even stay here afterwards and cuddle with you for a bit - I don't want to end things like this." Dave's pride was clearly hurt and while he pouted a bit his cock clearly was getting the better of him. Calming down he said, " I'm not happy about the situation, but it sounds like you have made up your mind. That said one last time would be a better way to part company than screaming at you and calling you a whore." Dave said while his huge cock looked like it was getting bigger than usual. "I know, I know. " Sheila went on, " I would like to do something for you one last time. I'm sorry I hurt you and would enjoy doing some of the things we have in the past but I don't want to cheat on Mike tonight." With that they started to tentatively kiss each other with their hands eventually finding each other's private parts again. Sheila's hands surrounded the mushroom head of his penis - lightly caressing his knob until you could see some of the milky pre cum beading up at the top of it. At the same time Dave probed her pussy where you could see it glisten from her wetness mixed perhaps with a bead or two of some remaining cum from our session earlier that afternoon. Sheila's toes were beginning to curl and both of them were breathing heavy as they soul-kissed deeply. Before Dave could shoot off in her hand he pulled away from her lips. Clearly he had been thinking a bit while they had been making out. He said to her in a whispered voice, "Sheila, before you make me cum, I've been thinking." She stopped her motions for a second and looked at him wondering what he was going to say. "Since apparently you've been having sex with Mike while we were engaged you were in essence cheating on me, don't you think you owe me something more than one last handjob? Its not like you have a moral high ground to defend." Oh my god, I thought he's pushing her to go all the way. Dave continued, "Hell, why don't you make love to me at least once before we break up? It's not like we haven't been together and your boyfriend has to think you are fucking me anyway. We were both very close almost getting married and we are both sitting here nearly naked making each other cum- let's use this evening to make sure we have no regrets" Oh my god, I thought to myself. This is going all wrong and its all my fault for pushing her to fuck me earlier in the day. This is what I get for not trusting her. Sheila had a troubled look on her face and wiping away a few tears, she said, " come here Dave, I told you I won't make love to you, I promised Mike I would go no further with you but since we had already tried oral sex in the past, I can try to give you a blowjob and then I am leaving. I've had a little bit of time to practice since we tried. After that we are through though. Do you understand?" She said quietly. Dave smiled and said pointing at his now hard cock, "I'm not happy about it - but at least he's looking forward to it." Sheila rolled her eyes and laughed and then laid down their sides facing each other while they began to kiss. She began to jack him off again with two hands at times rubbing his cock head with one and his balls with another. "Dave, I'm just doing this for you. Please don't caress me too much, I promised Mike I wouldn't do anything. As it is I'm bending my promise, let me just blow you and be happy with just French kissing." Dave backed off. But apparently he hadn't given up, he was just taking another tact. In between kisses, I heard him talking to her softly. "So what is it like to have sex with someone else? Did you enjoy it? I bet your pussy feels really good. Is his cock bigger than mine? You seem very wet down there - he must have had a really large load inside you." Sheila only half responded. "Dave, yes I do enjoy having sex with Mike and although his cock is not quite as big as yours it still makes me feel very good. Now, focus on your own cock so I can help get you off." She then proceeded to slide down the bed and began to slowly lick the area around his cock. Should could not completely fit his big head in her mouth but her tongue fluttered across its surface and proceeded down to his balls. Dave's cock twitched while she went up and down. She grabbed it with her hand and took just the tip into her mouth - sucking on it like a lollipop. Dave grabbed her head and stopped her. "This feels good Sheila, but please stop if you are not getting into this and just doing this because you feel sorry for me I don't want to have you suck me off. Its not right for you to make me cum unless you are going to cum with me." Sheila looked up somewhat guiltily, "are you sure? I really am happy to blow you and help you get off. I hate to leave you hanging. To be honest I probably will go back and masturbate when we are done as this is very hot." Dave nodded his head and began to get up to get dressed. Sheila half frustrated said "come back here, this is not the way I want us to end." She patted the bed while she lay there naked, Dave swung around and took his clothes back off looking down at my girlfriend lying their naked. Without thinking twice he crawled between her legs and began rubbing his cock across her slit. Sheila looked at him and stearnly said "I didn't mean you can fuck me." "Let me just rub my cock against your pussy until we get off. I promise no penetration." Sheila said "ok - but don't think I am going to change my mind. Let me grab the head of your penis so that you don't slip it in by accident." With that Sheila wrapped her one hand around the top of Dave's cock while he lowered himself on top of her. He moved up and down while bracing himself above her - the base of his cock gliding across her moist pussy while they kissed. His movements progressively got faster and Sheila eventually lost her grip on his cock. It was now sliding back and forth across her hole bumping occasionally into her clit evading her grasp. I could not believe how this evening had progressed, I had never seen two people this passionate let alone my girlfriend. I was getting really horny myself so I took out my cock and began to stroke in time with their motions. I didn't think it would take me long before I would be dumping another load into the bushes outside the motel room. Continuing to watch I could see that Sheila was getting a bit uncomfortable with Dave's rubbing her with his cock in that she knew where this could lead. She was having a hard time grabbing a hold of Dave's penis as he passionately sawed it back and forth across the opening of her dainty pussy. "No Dave, please stop, I don't want this to get out of hand. If you want we can have 69 instead." She said without thinking about the fact that my cum was still deep inside her cunt. This seemed to set Dave off and he briefly pulled back from the sawing motion. I looked down and could see the huge 10 inch cock leering at my girlfriend's pussy. He then said in an angry tone, "You want me to eat you out with someone else's spunk inside your pussy? That's disgusting I can't do that. I guess that's why you had to get a new boyfriend someone who will go along with your perversions. Tell you what, why don't you see if your current boyfriend likes eating cum as well. With that and before Sheila could say anything, Dave slipped his cock in her damp pussy in one quick stab and began pumping furiously. Sheila looked like a deer in the headlights and before she knew it she was fucking him back. With a swift movement, he had placed his huge dick entirely inside my girlfriend's pussy. She moaned as her toes curled and she began to match his movement. She started licking his ear and then his nipples while he started pushing into her harder and deeper than I ever could. You could hear her squishing and some of my cum was being slowly pumped out of her pussy by her ex-fiancée's giant cock - most likely to make more room for his cum which looked like it would be delivered shortly. Her legs wrapped around him missionary style and I could see his penis continuing to pump the pussy I had been enjoying a few hours before. I thought I heard Sheila moan, "Oh Dave, please fill me with your cum. I need it so bad." Seeing his huge cock push deep into her pussy and their wild tongue kissing, sent me over the edge. I quickly came while I heard his groans and her moans inside the room. As I tried to clean up I looked over to see him pull his huge cock out of her pussy leaving a gaping hole with his cum dribbling out across her hairy bush. I heard Sheila crying softly as she pushed him away. "Oh my god, what have I done. Dave, we shouldn't have done that. We are through. You made me cum so hard I'm sorry we didn't do this before - but I am in love with someone else and I need to get out of here before we do anything else. I'll never forget this night but I really, really have to leave. Don't try to call me." She got out of bed and began to get dressed. I stuck my cock back in my pants cum still dripping and snuck out of their quickly. I had mixed emotions about what I had just seen. Sheila loved me but she also cheated on me. She probably wouldn't have ended up going all the way though if my insecurity had not caused me to leave a load of cum in her. I was also confused about how turned on I was; it was also incredibly hot to watch her fuck him and I knew I could never get the image of his dick pushing into her out of my mind. I went back to my dorm. Confused and aroused I masturbated quietly in my bed that night thinking about how my girlfriend had let that giant cock cum inside her pussy. Sheila called me the next day and told me Dave had left. She told me she had a few things to do and that she would meet me in my dorm later that evening. Fortunately, my roommate was leaving town and while I was really mad at her I was also extremely horny after viewing the spectacle the other night. I was looking forward to seeing her even though I didn't quite know what to expect. When she came by my room that evening, I asked her if she wanted to go out to dinner and she said no that she really wanted to be along with me and talk to me instead. My heart raced as I wondered what she would say about the last couple of days. She sat on my bed and patted it, not unlike how she had patted the bed for a naked Dave the night before. "Come here, I want to kiss you." I sat next to her and as I kissed her I couldn't help but think that her mouth was sucking on this other guy's cock the night before. She pulled away and said that she had something to tell me. "Mike, I am glad that you gave me the chance to spend some time with Dave these past couple of days. I want to let you know that while I still had feelings for him I'm sure now that breaking things off with him was the right thing to do. Dave and I are done." I said, "I am glad to hear that, is there anything else that you want to tell me about the past couple of days? You were good weren't you?" Sheila looked away and said, "No, there is nothing else to say. I wrapped things up with Dave. As I told you the other day, I helped relieve him a little bit but I didn't make love to him." Well, I thought to myself, maybe she didn't make love to him - but she sure fucked him. I never confronted her further about that night during our college years. I knew that it was my cum in her pussy that had eventually spurred him to fuck her and ultimately her to surrender to the moment. I still can't help thinking about that scene nearly 25 years later and even now when we make love, I think back to that evening where she lied to me about what she did with Dave. And when we fucked later that evening, how I noticed the looseness of her cunt. In thinking back I think she realized I may have suspected something because I had commented on how wet and loose she was. She quickly put it off as having really missed being with me. But as I had watched her pussy fucked so thoroughly by Dave's big cock the night before, I knew better.