Samantha s Journey To Discovery With Her Roommate
- 4 years ago
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Fucking My Roommate. free porn video
When I returned to the states, in 1967, I spent a few years bouncing around in a few jobs; nothing that I would make a career out of but they supported me pretty well. I made new friends and had set up camp in the big city of Pittsburgh. I won’t go into all of the details but one of the friends and I wound up sharing an apartment for a while. Tom was a nice enough guy but straight; I was trying to get laid every chance I had and, if he wasn’t so straight, he would have made a nice fuck buddy.
We had separate bedrooms and worked at different jobs; we didn’t always go out together and worked out the logistics of when we would have someone over. I hadn’t started dressing (again) yet but wanted to. I was interested in him becoming more relaxed around me and accepting the fact that I was just a male slut, a total bottom and, would suck a cock or spread my legs for almost anyone. No, I didn’t hide the fact that I was all about getting cock one way or the other.
I did have some lingerie; not much, some nice panties, some camisoles and other things. I had also started the bi-weekly ritual of hair removal and, before a night out, would make sure there was no stubble. I never had much body hair anyway – not even much pubic hair – so it made the job easier.
It should have been the ideal living arrangement. He didn’t have much finesse in the pick-up department and would usually be pretty frustrated after an evening out – coming home empty handed and still primed to fuck someone…anyone. I was usually available but, he wanted to stay straight and horny as hell. I worked on changing the situation after a while.
First – I started to be more suggestive and open around him. My actions changed some, I picked up some more femme clothes and began to (gently at first) flaunt my sexuality when he was around. Nothing changed but…I did catch him looking once in a while. That was a start.
The big move came when, on a Saturday night, I picked-up a nice married guy about twice my age. I’d gone to a bar that was known as a gay hangout (this was before it was a common thing in that area) with the intention of bringing a guy home and getting him to fuck me. This guy was almost perfect; he was white though. He wasn’t drinking much and when I hit on him (lightly) he seemed interested and gave me all of his attention. I allowed him to buy me a few drinks but had no intention of getting drunk.
As things progressed I made sure he knew that I was in the mood and had done some stealthy ‘research’. He obviously found me desirable and was very in the mood to fuck someone. That was all I needed.
When it came down to ‘my place or yours’ (I knew he couldn’t take me home) I suggested my place of course. I also had to explain the living arrangement which he really didn’t go for at first but, it was cheaper than a hotel or a motel – which would have also been a trip out of town. I knew that my roommate would be out for a little longer and, told him that. As my hands roamed, I explained that he didn’t really care what I did and that he was straight. He would, if he saw him leaving, just ignore what was going on. There were a few more drinks worth of deliberation before he gave in…it was all about being horny after all.
I got us a taxi.
The apartment was dark except for one light that we always left on at night; just as I suspected. My roommate was still out trying to get lucky and, judging from the time, wouldn’t be home for a while. I got the guy into my bedroom, left the door slightly ajar, turned on one small light and started to play. I wanted to slow things down as much as possible so that we’d get caught in the act or close to it; if he arrived when I was getting fucked and, was being my usual vocal self, it would be perfect. I knew the chances of that were probably remote but I could try. Whatever happened would make things better (for both of us) in the long run (I thought). I knew by then that my roommate was fairly easy going and wouldn’t cause a big problem – even if he didn’t approve or want to get around to fucking me. If he did decide to take advantage of what I offered that would make it even better.
In slowing things down I did more ‘loving’ of his cock and balls than sucking; he got about half an hour of all over treatment. At the same time I was getting fondled, felt up and finger fucked a little. Having my own orgasm wasn’t important; I wanted to use him and, at the same time give him pleasure. He co-operated by staying hard as a rock and taking the pleasure I was giving freely.
Of course, a big part of this was to have my roomie come home as usual; alone after a night of trying to pick someone up.
When I decided to let this guy take me (before he exploded!) I positioned myself on the edge of the bed so that, if he peeked through the crack I’d left in the door, he’d get a side view of both of us. There was no complaint from my pick-up; as soon as I was in position he got behind me and filled me with about 7 inches of rock hard meat. All at one time, good and hard! My squeal of pleasure and pain probably got the neighbors attention all around us…he buried it and almost hit bottom! After a little wiggling around by both of us he grabbed my hips and started fucking; fucking good and hard – he was good and horny!
It felt good, it felt wonderful, as he fucked away I got louder and louder; moaning, gasping, squealing like hell and letting him know that he felt good in there…he did, I was getting a first class screwing and loving it!
I never heard my roomie come home. There was a quick on and off of a light that I saw and that was all; I didn’t know if he was peeking or not but, I didn’t stop making noise, just pushed back as much as I could and helped my guy give me a good screwing. I figured that, if he was peeking, he was getting a very good show – also finding out what I was like in bed – anything but quiet. I’d played so long that he didn’t last; within maybe 10 minutes there was a lot of groaning and gasping followed by one hard last thrust then, him trying to force himself deeper as he unloaded in me. My reward for all the work was a very nice big load of cum. As he went soft we both collapsed on the bed; I was shaking like hell all over! It had been a good one and, if I was lucky, served its purpose.
My roommate didn’t say anything about it for a few days. There wasn’t much conversation at all so I wasn’t sure if he’d seen or heard anything but, he should have done both. There was a lot of noise and I had left the door open just enough.
Sunday morning we were having breakfast; I knew that he’d gone out the night before and come home horny and empty handed. There was a little vague conversation about absolutely nothing until he finally blurted out, ‘It sounded like you were having a lot of fun the other night…you were certainly loud enough.’ My answer was that, it had been fun, both of us were pretty horny and he’d given me what we both wanted. I also continued that he knew I was gay and that I enjoyed being on the bottom of things…like a woman and, loved taking cock in the ass. The conversation drifted around a little until I boldly said, ‘And you can have it any time you want it.’
I could tell that he was thinking but said nothing either way. We had a normal Sunday; I had some shopping to do so we went our separate ways until dinner or, a few hours before dinner.
Most weekends I would cook a nice meal. Nothing fancy; I actually did most of the cooking and enjoyed it. That Sunday I’d opened a bottle of wine when I started in the kitchen; he didn’t arrive until things were pretty well under way. I was relaxing, this had nothing to do with any kind of seduction; if something happened, it happened, I was just cooking dinner then, if he stayed for it, we’d eat dinner together.
The satin bikini panties and a longer than normal t-shirt was just something that I happened to decide to wear. As was the quick ‘douche’ and the tiny spritz of cologne. Tom arrived as I was opening the second bottle of wine.
For maybe fifteen or twenty minutes we talked about nothing in particular; he did comment that dinner smelled good and I offered him a glass of wine, which he took. There were a lot of long silences and I did notice him looking; sizing me up, checking me out and, trying to be sly about it. In return I gave him something to look at. As I finished preparing everything for dinner I used my best ‘asset’, my ass, I knew that it looked good in those panties – of course so did my legs. They look much better in heels but I was barefoot. I did a lot of posturing and bent over a lot. We had some more wine and dinner was ready…time to eat!
There wasn’t much conversation during the meal; little bits of meaningless small talk was about it. When we were both about finished I rose and started to get ready to do the dishes and clean-up. ‘Roomie’ had another glass of wine and smoked a cigarette before he joined me and offered to dry the things; I took him up on the offer. I could tell that he was thinking things over but kept quiet; near the end of the dishes he got himself another glass of wine then started to talk.
He was very conflicted about it, me, everything in general. He was straight and horny – I’d offered to handle that and, he didn’t know how to handle any of it – this was a pretty big move for him but, I’d made the offer and it was still just laying out there…ready to be used. He was, of course, horny as hell and fucking me beat…well…beating-off. He did keep talking, rambling all over the place until I stopped him.
I told him simply that the decision was his. I also told him that he knew that I enjoyed sex (oral or anal) as a bottom and that having a guy fuck me, make love to me or screw me, whatever you wanted to call it; was something I truly enjoyed. And, “I won’t tell anyone about any of this…it’s between us always.”
I then said that I was going to get another glass of wine and go to my bedroom to read for a while; which I did. I took a clean towel with me, got the lube out, left the door slightly ajar and got in bed with a book. Of course I had about as much chance of actually reading the book as I would have had of turning into a girl.
It took about half an hour and another glass of wine before horny won out with him. My door was pushed open and he asked if he could join me. Biting my tongue (not making any smart comments), I put the book down and patted the bed beside me; he took the hint and sat. Not too close, not too far…
…after some stumbling around over what to say I just took the lead; after turning off the light on the bedside stand. I asked him if he’d locked the front door…he had. There was enough light from the living room that I could see him pretty well and, I’d noticed a nice bulge in his slacks when he got close to the bed. Yep, he was in the mood. Nothing happened right away so I offered that, “If you want me to, I’ll start things?”
I took my time and, within a few minutes I was stroking a pretty nice cock. I did manage to get him on the bed and (the right parts of his body, a little more relaxed); he was doing a lot of moaning, an equal amount of gasping so I figured he was enjoying it as I started to stroke and suck his cock…I continued slowly and, a few minutes later, he was nude except for his open shirt. I didn’t want to complicate or ruin anything so I took a break from sucking his cock and asked how he wanted me. Laying there with his eyes closed and breathing hard as hell he moaned that anyway would be ok with him.
I was out of the panties in a flash, grabbed the lube and slicked-up his cock a little…just enough. Mounting him then sitting back and easing down I gently grabbed his cock and helped guide it to my waiting hole. We were a good fit. As the head penetrated my rectum there was just a little flash of pain, I pushed like I was having a BM and continued settling on it. That got a moan from both of us; I then kept easing down until I was firmly skewered on his cock…as always it felt great when a guy filled me! God did it feel good! After wiggling my ass around a little and getting comfortable…working my little ring of muscle around his hard shaft…slowly, very slowly, I started to ride him. Sure, I was horny too and, riding his cock felt great. I was going to enjoy the ride and get him off; simple plan.
The other nice thing about riding a guy is that I can stimulate my own feelings. When it works I can lean back some and, if I’m doing it mindlessly, get a good prostate message. It’s a great position to have my own orgasm in. This is something I found out very early in my life.
This slut rode up and down, wiggled all around and loved it. He obviously did too, there was a lot of moaning and, after a little while, his hands were on my hips pulling me down a little harder. I did little else but moan and gasp; not wanting anything to derail the train we were on, no idle conversation…just good old fucking. I did, after a while, lean back so that I could thrust my ass both in and down; giving us both a little more enjoyment. I knew that it was working on him because his gasps and moans became louder and louder.
The first one didn’t last too long; did I mention that he was horny? He was and I was working on his cock a little too well. However long it took wasn’t long enough for me but he popped suddenly; no warning at all, no ‘I’m cumming’, ‘I’m going to cum’, he just did it with one hell of a moan. He did arch his back like crazy and I felt his cock start to pump; Christ did it ever pump! I leaned back as far as possible, got as much of his cock buried as I could and just let him empty himself in me. It was nice, very nice and it felt sooooooo good!
That had been a short mindless ride, satisfied my roomie’ and left me with a nice little glow along with a nice big load of cum. Once he started to go soft on me I slipped off and grabbed the towel to clean us both up a little then, we stretched out on the bed for short period of relaxation. Tom wasn’t demanding at all and once we were past his shyness we tried it again that night. After watching a little TV (and a little more wine) some playing with his cock turned into a blow job, which turned into a little doggie style on the couch then escalated to a full-blown missionary fuck on the floor; a good long one that left us both exhausted and ready for bed.
It became a nice casual arrangement for about a year. The beginning of the end came when I started dating a (then) great black guy that was VERY well hung and knew just how to use it. The end came when I answered an ad for work in adult movies in New Jersey. After the afternoon audition I came home (with a sore mouth and ‘cunt’) then started to pack. It had been fun while it lasted!
We had separate bedrooms and worked at different jobs; we didn’t always go out together and worked out the logistics of when we would have someone over. I hadn’t started dressing (again) yet but wanted to. I was interested in him becoming more relaxed around me and accepting the fact that I was just a male slut, a total bottom and, would suck a cock or spread my legs for almost anyone. No, I didn’t hide the fact that I was all about getting cock one way or the other.
I did have some lingerie; not much, some nice panties, some camisoles and other things. I had also started the bi-weekly ritual of hair removal and, before a night out, would make sure there was no stubble. I never had much body hair anyway – not even much pubic hair – so it made the job easier.
It should have been the ideal living arrangement. He didn’t have much finesse in the pick-up department and would usually be pretty frustrated after an evening out – coming home empty handed and still primed to fuck someone…anyone. I was usually available but, he wanted to stay straight and horny as hell. I worked on changing the situation after a while.
First – I started to be more suggestive and open around him. My actions changed some, I picked up some more femme clothes and began to (gently at first) flaunt my sexuality when he was around. Nothing changed but…I did catch him looking once in a while. That was a start.
The big move came when, on a Saturday night, I picked-up a nice married guy about twice my age. I’d gone to a bar that was known as a gay hangout (this was before it was a common thing in that area) with the intention of bringing a guy home and getting him to fuck me. This guy was almost perfect; he was white though. He wasn’t drinking much and when I hit on him (lightly) he seemed interested and gave me all of his attention. I allowed him to buy me a few drinks but had no intention of getting drunk.
As things progressed I made sure he knew that I was in the mood and had done some stealthy ‘research’. He obviously found me desirable and was very in the mood to fuck someone. That was all I needed.
When it came down to ‘my place or yours’ (I knew he couldn’t take me home) I suggested my place of course. I also had to explain the living arrangement which he really didn’t go for at first but, it was cheaper than a hotel or a motel – which would have also been a trip out of town. I knew that my roommate would be out for a little longer and, told him that. As my hands roamed, I explained that he didn’t really care what I did and that he was straight. He would, if he saw him leaving, just ignore what was going on. There were a few more drinks worth of deliberation before he gave in…it was all about being horny after all.
I got us a taxi.
The apartment was dark except for one light that we always left on at night; just as I suspected. My roommate was still out trying to get lucky and, judging from the time, wouldn’t be home for a while. I got the guy into my bedroom, left the door slightly ajar, turned on one small light and started to play. I wanted to slow things down as much as possible so that we’d get caught in the act or close to it; if he arrived when I was getting fucked and, was being my usual vocal self, it would be perfect. I knew the chances of that were probably remote but I could try. Whatever happened would make things better (for both of us) in the long run (I thought). I knew by then that my roommate was fairly easy going and wouldn’t cause a big problem – even if he didn’t approve or want to get around to fucking me. If he did decide to take advantage of what I offered that would make it even better.
In slowing things down I did more ‘loving’ of his cock and balls than sucking; he got about half an hour of all over treatment. At the same time I was getting fondled, felt up and finger fucked a little. Having my own orgasm wasn’t important; I wanted to use him and, at the same time give him pleasure. He co-operated by staying hard as a rock and taking the pleasure I was giving freely.
Of course, a big part of this was to have my roomie come home as usual; alone after a night of trying to pick someone up.
When I decided to let this guy take me (before he exploded!) I positioned myself on the edge of the bed so that, if he peeked through the crack I’d left in the door, he’d get a side view of both of us. There was no complaint from my pick-up; as soon as I was in position he got behind me and filled me with about 7 inches of rock hard meat. All at one time, good and hard! My squeal of pleasure and pain probably got the neighbors attention all around us…he buried it and almost hit bottom! After a little wiggling around by both of us he grabbed my hips and started fucking; fucking good and hard – he was good and horny!
It felt good, it felt wonderful, as he fucked away I got louder and louder; moaning, gasping, squealing like hell and letting him know that he felt good in there…he did, I was getting a first class screwing and loving it!
I never heard my roomie come home. There was a quick on and off of a light that I saw and that was all; I didn’t know if he was peeking or not but, I didn’t stop making noise, just pushed back as much as I could and helped my guy give me a good screwing. I figured that, if he was peeking, he was getting a very good show – also finding out what I was like in bed – anything but quiet. I’d played so long that he didn’t last; within maybe 10 minutes there was a lot of groaning and gasping followed by one hard last thrust then, him trying to force himself deeper as he unloaded in me. My reward for all the work was a very nice big load of cum. As he went soft we both collapsed on the bed; I was shaking like hell all over! It had been a good one and, if I was lucky, served its purpose.
My roommate didn’t say anything about it for a few days. There wasn’t much conversation at all so I wasn’t sure if he’d seen or heard anything but, he should have done both. There was a lot of noise and I had left the door open just enough.
Sunday morning we were having breakfast; I knew that he’d gone out the night before and come home horny and empty handed. There was a little vague conversation about absolutely nothing until he finally blurted out, ‘It sounded like you were having a lot of fun the other night…you were certainly loud enough.’ My answer was that, it had been fun, both of us were pretty horny and he’d given me what we both wanted. I also continued that he knew I was gay and that I enjoyed being on the bottom of things…like a woman and, loved taking cock in the ass. The conversation drifted around a little until I boldly said, ‘And you can have it any time you want it.’
I could tell that he was thinking but said nothing either way. We had a normal Sunday; I had some shopping to do so we went our separate ways until dinner or, a few hours before dinner.
Most weekends I would cook a nice meal. Nothing fancy; I actually did most of the cooking and enjoyed it. That Sunday I’d opened a bottle of wine when I started in the kitchen; he didn’t arrive until things were pretty well under way. I was relaxing, this had nothing to do with any kind of seduction; if something happened, it happened, I was just cooking dinner then, if he stayed for it, we’d eat dinner together.
The satin bikini panties and a longer than normal t-shirt was just something that I happened to decide to wear. As was the quick ‘douche’ and the tiny spritz of cologne. Tom arrived as I was opening the second bottle of wine.
For maybe fifteen or twenty minutes we talked about nothing in particular; he did comment that dinner smelled good and I offered him a glass of wine, which he took. There were a lot of long silences and I did notice him looking; sizing me up, checking me out and, trying to be sly about it. In return I gave him something to look at. As I finished preparing everything for dinner I used my best ‘asset’, my ass, I knew that it looked good in those panties – of course so did my legs. They look much better in heels but I was barefoot. I did a lot of posturing and bent over a lot. We had some more wine and dinner was ready…time to eat!
There wasn’t much conversation during the meal; little bits of meaningless small talk was about it. When we were both about finished I rose and started to get ready to do the dishes and clean-up. ‘Roomie’ had another glass of wine and smoked a cigarette before he joined me and offered to dry the things; I took him up on the offer. I could tell that he was thinking things over but kept quiet; near the end of the dishes he got himself another glass of wine then started to talk.
He was very conflicted about it, me, everything in general. He was straight and horny – I’d offered to handle that and, he didn’t know how to handle any of it – this was a pretty big move for him but, I’d made the offer and it was still just laying out there…ready to be used. He was, of course, horny as hell and fucking me beat…well…beating-off. He did keep talking, rambling all over the place until I stopped him.
I told him simply that the decision was his. I also told him that he knew that I enjoyed sex (oral or anal) as a bottom and that having a guy fuck me, make love to me or screw me, whatever you wanted to call it; was something I truly enjoyed. And, “I won’t tell anyone about any of this…it’s between us always.”
I then said that I was going to get another glass of wine and go to my bedroom to read for a while; which I did. I took a clean towel with me, got the lube out, left the door slightly ajar and got in bed with a book. Of course I had about as much chance of actually reading the book as I would have had of turning into a girl.
It took about half an hour and another glass of wine before horny won out with him. My door was pushed open and he asked if he could join me. Biting my tongue (not making any smart comments), I put the book down and patted the bed beside me; he took the hint and sat. Not too close, not too far…
…after some stumbling around over what to say I just took the lead; after turning off the light on the bedside stand. I asked him if he’d locked the front door…he had. There was enough light from the living room that I could see him pretty well and, I’d noticed a nice bulge in his slacks when he got close to the bed. Yep, he was in the mood. Nothing happened right away so I offered that, “If you want me to, I’ll start things?”
I took my time and, within a few minutes I was stroking a pretty nice cock. I did manage to get him on the bed and (the right parts of his body, a little more relaxed); he was doing a lot of moaning, an equal amount of gasping so I figured he was enjoying it as I started to stroke and suck his cock…I continued slowly and, a few minutes later, he was nude except for his open shirt. I didn’t want to complicate or ruin anything so I took a break from sucking his cock and asked how he wanted me. Laying there with his eyes closed and breathing hard as hell he moaned that anyway would be ok with him.
I was out of the panties in a flash, grabbed the lube and slicked-up his cock a little…just enough. Mounting him then sitting back and easing down I gently grabbed his cock and helped guide it to my waiting hole. We were a good fit. As the head penetrated my rectum there was just a little flash of pain, I pushed like I was having a BM and continued settling on it. That got a moan from both of us; I then kept easing down until I was firmly skewered on his cock…as always it felt great when a guy filled me! God did it feel good! After wiggling my ass around a little and getting comfortable…working my little ring of muscle around his hard shaft…slowly, very slowly, I started to ride him. Sure, I was horny too and, riding his cock felt great. I was going to enjoy the ride and get him off; simple plan.
The other nice thing about riding a guy is that I can stimulate my own feelings. When it works I can lean back some and, if I’m doing it mindlessly, get a good prostate message. It’s a great position to have my own orgasm in. This is something I found out very early in my life.
This slut rode up and down, wiggled all around and loved it. He obviously did too, there was a lot of moaning and, after a little while, his hands were on my hips pulling me down a little harder. I did little else but moan and gasp; not wanting anything to derail the train we were on, no idle conversation…just good old fucking. I did, after a while, lean back so that I could thrust my ass both in and down; giving us both a little more enjoyment. I knew that it was working on him because his gasps and moans became louder and louder.
The first one didn’t last too long; did I mention that he was horny? He was and I was working on his cock a little too well. However long it took wasn’t long enough for me but he popped suddenly; no warning at all, no ‘I’m cumming’, ‘I’m going to cum’, he just did it with one hell of a moan. He did arch his back like crazy and I felt his cock start to pump; Christ did it ever pump! I leaned back as far as possible, got as much of his cock buried as I could and just let him empty himself in me. It was nice, very nice and it felt sooooooo good!
That had been a short mindless ride, satisfied my roomie’ and left me with a nice little glow along with a nice big load of cum. Once he started to go soft on me I slipped off and grabbed the towel to clean us both up a little then, we stretched out on the bed for short period of relaxation. Tom wasn’t demanding at all and once we were past his shyness we tried it again that night. After watching a little TV (and a little more wine) some playing with his cock turned into a blow job, which turned into a little doggie style on the couch then escalated to a full-blown missionary fuck on the floor; a good long one that left us both exhausted and ready for bed.
It became a nice casual arrangement for about a year. The beginning of the end came when I started dating a (then) great black guy that was VERY well hung and knew just how to use it. The end came when I answered an ad for work in adult movies in New Jersey. After the afternoon audition I came home (with a sore mouth and ‘cunt’) then started to pack. It had been fun while it lasted!
Elouise
- 13.08.2021
- 18
- 0
