Hello,
The events I will subsequently describe happened about about a year ago.
I had just graduated college and was working my first job while my girlfriend, Sarah, was finishing her last semester. Sarah was very sexy in a playful / innocent way. She had a petite body, dirty blonde hair, c-cup boobs, and a great butt. She was kind of a hipster and dressed stylishly but not very provocatively. She was very outgoing though and loved being around other people.
From the beginning of our relationship, I had told Sarah about my cuckold fantasy. She had mixed reactions to the idea. She would playfully tease me about it sometimes while we had sex. Outside of our sexual encounters though, she didn't like to talk about it too much. We watched cuckold porn together a few times but she seemed to be more curious and confused than actually turned on.
Sarah was living in campus housing while I had an apartment about 20 minutes away in the next town. Sarah came to my apartment on weekends but stayed at her dorm during the week. On Fridays, she would arrive at my apartment before I was home from work usually. She had the second key to the apartment but she needed an electronic pass to get into the front gate of the complex and I only had one of those. Consequently, she would go to the leasing office and the apartment manager, Marcus, would let her into the complex. This happened often enough that Marcus and Sarah became regular acquaintances. Sarah would sometime chat with him for five or ten minutes before coming up to my apartment. I didn't really know Marcus at all. I had only met him once when I first moved in and he intimidated me slightly with his chiseled stature. Sarah said he was cool though and explained that he was really nice to let her into the complex every week. I was asked Sarah if she found him attractive but she said he wasn't her type.
One Friday, I came home and I was surprised that Sarah wasn't in the apartment already. Her bag was there but she wasn't somewhere else. After a few minutes, Sarah appeared at the front door. She was wearing a bikini with a towel wrapped around herself. She had just gone to the hot tub which was coincidentally right next to the leasing office. While she was down there, unsurprisingly, Marcus came over and talked to her for a few minutes. She said that Marcus had invited us to a party the following evening. I was hesitant but Sarah said we had to go because she had already told Marcus yes.
That night, Sarah and I had pretty very passionate and kinky sex. It started while I was getting out of the shower. I was completely naked but Sarah was still wearing all her clothes. We began making out and I put my hand up her skirt and rubbed her pussy through her panties. After a couple minutes, she had an intense orgasm and she remarked that I had made her panties soaking wet. She took off her panties, gave them to me, and told me to feel how wet they were. I eagerly felt them with my hands but Sarah stopped me and said she wanted me to put them on so I could feel how wet they felt to her wearing them. I was a little surprised by her request but very turned on at the same time. Her panties were a silky pink thong with a lacy waist band. I slipped them on while Sarah watched. Once I pulled them all the way up, the wet crotch area in front clung around my cock. Sarah walked around me and inspected how her panties looked on my body. She then pushed me back onto the bed, pulled my cock out from the side of the panties, and rode my cock hard for about five minutes before I couldn't last any longer and I came inside her. Both exhausted, we fell asleep shortly after in each other's arms.
I woke up the next morning and Sarah was already out of bed. All the sheets had fallen off the bed and it was quite evident that I was still wearing Sarah's panties. I started to slip them off when Sarah walked into the room. She jumped on top of me, kissed me, and asked if I would keep her panties on for the rest of the weekend. She promised to not wear any panties as long as I wore her panties so I had to agree. I wore them under a pair of jeans but the silky material gave me half a hard on all morning which Sarah noticed and teased me about a couple times. By the afternoon though, I had mostly forgotten that I was even wearing them. We went about our usual business until about 7pm when we had get ready for Marcus' party.
The party was at Marcus' house which was just a couple miles away from the apartment complex. I put on a button up shirt and Sarah put on a flirty cotton dress. The dress was form fitting and had a built in bra. The bottom hem of the dress fell to her mid-thigh and, true to her promise, she was still going commando with no panties. I still had her pink thong on under my jeans.
When we arrived at the party, there were three other people there, not including Marcus. The first was a girl named Lauren who was a friend of Marcus. Lauren brought the other two guests along, Mike and Anna. They were a couple that knew Lauren from college. So all together, there was Sarah and me, Mike and Anna, Lauren, and Marcus. The party was pretty casual and we were just drinking beers and chatting. Everyone was getting to know each other pretty well and Marcus and Lauren suggested we play a game of poker. We gathered around the table and Marcus doled out 10 $1 chips to each person. Lauren explained the poker rules while were pretty standard except for one significant twist.... when you ran out of chips, it became strip poker for you and each article of clothing you had was worth a chip. I was extremely worried because not only was I wearing Sarah's panties under my jeans, Sarah had only one article of clothing to wager because she was going commando and had no bra or panties on under her dress.
We started playing the game and Marcus and Lauren were kicking our butts. After several hands, both Marcus and Lauren had close to 20 chips while Sarah and I just had just four or five. We kept playing and Anna was the first to lose all her chips. In the next hand, she was forced to take off her dress and stand before us in just her bra and panties. She had a great body and her underwear was very sexy. She ended up winning the hand though so she got her dress back to the disappointment of everyone else at the table. Around this time, it became clear the Mike had been drinking far too much and he was starting to slur his speech and pass out. We paused the game. Anna apologized and asked Lauren if she could give them a ride back to their home Lauren agreed and we said goodbye as Anna and Lauren carried Mike out to the car together.
Once they left, Marcus asked if we should keep playing and Sarah agreed for both of us. Marcus had a ridiculous amount of chips while Sarah and I had just 1 chip each. I bet and lost on the next hand so I now had to wager articles of clothing. I took off my shirt and put it on the table as my chip. Sarah lost in the next hand and was now out of chips as well. Slightly embarrassed, she explained to Marcus that she only had one article of clothing to wager. He didn't quite believe her until she unzipped her dress and revealed her completely naked body underneath. Marcus looked very pleased and I was slightly humiliated to have my girlfriend completely naked in front of another man. The humiliation increased ten fold on the next hand though when I lost to Sarah. She got her dress back but I now had to take off my jeans. I was reluctant but Sarah said I had to since she had already been fully naked. As I slipped my jeans down, Marcus saw the pink thong underneath and started to laugh. He asked why I was wearing it and Sarah explained that she had asked me to wear it because it looked cute. I was completely emasculated. We played one more hand which Sarah lost to Marcus and he took her dress. So Sarah was completely naked and I was wearing just her panties while Marcus had all the chips and all his clothes.
Sarah remarked that the game was unfair because Marcus was so much better than us. Marcus apologized but said it had been a fair game. He offered to keep playing and give us a chance to win our clothes back provided we raise the stakes a little. Sarah agreed while I bowed out. I thought it could only get worse for me from this point. Marcus said he would give back her dress and even make her an electronic pass to get into the apartment complex if she won the next hand. If he won though, Sarah had to give him a blowjob. Sarah quickly agreed despite my protests and just 30 seconds later, Sarah lost the hand.
Marcus walked over to the middle of the room and unbuckled his pants. Sarah knelt in front of him, pulled down his boxers, and took his cock in her mouth. It was huge, easily 8''. After a few minutes of worshipping his dick with her mouth, she started to finger herself She was obviously really into it and I could only watch in amazement. I had a hard boner that stuck up in her panties. A couple minutes later, she orgasmed with his cock deep in her mouth. She stood up still jerking his cock and said she wanted him to fuck her. He led her to the couch and she sat down and spread her legs. He put his cock insider of her and she moaned with pleasure. She motioned to me to come over and I sat on the couch next to her. She started jerking me off through her panties. Marcus was pounding her hard and I came in her panties after only 20 seconds. Marcus laughed at me and Sarah pushed me aside. I sat on the floor next to them as Marcus continued to fuck her. He got very verbal and asked Sarah if she liked his cock. She said yes emphatically. He then asked if his cock was bigger than my cock. Sarah said it was so much bigger. He laughed and asked if his cock made her cum better than my cock. Again, she said yes and added that she had never cummed so many times before.
Marcus then pulled out and told Sarah to beg for his cock. Sarah began to beg and asked Marcus to please keep fucking her with his big cock. He then told me to beg as well. Sarah looked straight at me and encouraged me to play along. I begged Marcus to please keep fucking Sarah and he looked amused. He asked me what was something sexually I had never done with Sarah. I blurted out that Sarah never let me cum on her face (she thought it was degrading). Marcus then told Sarah that he'd keep fucking her if he could give her a facial at the end. Sarah was super horny and agreed quickly. Marcus then added one caveat though. He told Sarah that she had to tell me that she would never let me cum on her face and that it was only something that he was ever allowed to do that to her. Sarah turned to me, kissed me, told me she loved me, and then added only Marcus could cum on her face and I would never be allowed to.
Marcus picked her up and positioned her in doggystyle on the couch. She arched her back and he began fucking her deeply. Over the course of 10 minutes, Sarah must have cum 4 or 5 times. He was being much rougher than I ever was with Sarah. He was pulling her hair and spanking her but she seemed to love it. After pounding her for another couple minutes, he pulled out and Sarah knelt down on the floor underneath him. He was jerking his cock with one hand and he held her head with his other hand. He slapped his cock on her face and told her to open her mouth which she did. He then pulled back slightly and started to shoot cum all over her face. It got in her mouth and all over her chin and cheeks. It was a huge load. She sucked his cock after he finished jerking and milked out every last drop as his cum slide down her chin and fell onto her boobs and legs.
Marcus put his pants back on while we sat together on the floor covered in cum. He got us towels and we both cleaned ourselves off as best we could. We then got dressed and Markus led us out the house, giving Sarah a big kiss in the doorway and a spank on the ass as she walked out. We got in the car and drove back to the apartment in blissfully erotic silence.
Since that event, Sarah has hooked up with Marcus several more times, usually on Friday's when he lets her into the complex. She's even stayed at his house a couple nights. I haven't gotten to watch them have sex again but she sends me pictures of their debauchery every so often. I still wear her panties regularly too. Sarah will only have sex with me now if I'm wearing panties.
PantyGuy - sfbc33@gmail.com
