Derwood_lolly

Derwood_lolly Avatar
Gender: Straight Male
Age: 40
Relationship Status : With someone
Profile Visits : 331
Number of Comments : 55
Number of Confessions : 0

Derwood_lolly's Favorite Confessions:

Can't Believe This Happened

This happened last weekend and I am so embarrassed. I won't give a long story of how, but my teenage daughters best friend came up with 4 tickets to a broadway show in New York City. About a 6 hour drive. Road trip, 2 teenage daughters and 2 mons as chaperones.
I will just say the price of a hotel room in New York City for one night is more than my house payment! So we decided to bunk up, one room, twin beds. Now I knew the other mom (Susan) well enough to be on a first name basis, but not really friends.
Well after dinner and the show it was back to the room. Late and we had a long drive in the morning. Lights out, the girls in one bed, us moms in the other. Basically all of us were dressed the same, XL long t-shirts, panties or shorts.
We were in bed maybe an hour, I was on my back semi asleep. I nearly jumped out of my skin when I felt it. Susan was quietly trying to push her hand down my panties! I tried to push her hand away without making a scene. O-M-G what if the girls saw what was happening. I tried to be as still and quiet as possible while trying to push her hand away. It didn't work, she managed to get her hand down my panties and pushed a finger inside me! I tried to roll over away from her but I was going to have to struggle. I laid there as she fingered my pussy. After a few minutes she moved up and began to massage my clit. She kept rubbing and i was mortified when I began to tense up. I knew I was going to have an orgasm and a few seconds later I was shaking, I wanted to scream but I managed to keep my mouth shut. I guess Susan had accomplished her goal. She pull her hand out of my panties, rolled over and went to sleep.
As you can imagine the next day was awkward. It was a long drive and every time I made eye contact with Susan she gave me a big smile. At least my daughter didn't know.

Big Mistake

For the next month I am going to have the same words running through my head constantly. "It's OK honey, he doesn't want one". It's going to haunt me, I know it!
It's my fault I admit it. I wanted to see it and she gave it to me. I have dated the same girl (Trish) for several years and we are engaged to be married. We have always been open about our sexual fantasies. Finally we took the step of joining a swinger website. Like a lot of white guys I have fantasized about seeing Trish taking a large black cock. Well we arranged it.
There I was sitting in a chair, in a hotel room, watching my naked fiancé making out with a black guy. Sucking his very thick 9 inch cock. Finally she was laying on her back with her legs spread wide. The guy was rubbing his cock on her pussy as she asked him if he had a condom. I stood up and offered to get one. As I was going through our bag I heard Trish say "it's ok honey, he doesn't want one". I was freaking out as I looked back to see the guy pushing his raw cock in her pussy. Trish is not on birth control! I don't even get to fuck her raw, we use condoms.
I watched as the guy pounded her pussy like he was trying to ruin it. Trish was screaming like an animal. Maybe 10 minutes the guy loudly announced he was cumming. Instead of making him pull out Trish begged him to cum in her pussy. The guy didn't miss a stroke. He kept fucking even harder after he came. Cum was being pushed out around his cock and both of them were a creamy mess. Finally he pulled out and rolled over beside her. Trish kept her legs spread wide and had a huge smile on her face.
I wish I could say that was the end, it wasn't. Trish asked the guy to spend the night! I watched as they kept fucking until around 2am. He unloaded in Trish's pussy 3 times. Luckily it was a king bed. Trish slept in the middle. At 7am I was woke up by the bed moving. I rolled over to see Trish on top riding the guy. After she milked one last load of cum out of him, he dressed and left. Trish didn't even clean up. She did offer to let me fuck her but I was in no mood.
Now I have to live with a month of being scared to death she is pregnant. Not to mention if she is it is 100% certain its not mine.
"It's ok honey, he doesn't want one". Can't get it out of my head!

Open House

Hubby and I showed up to an open house for a beautiful 6 bedroom home outside the city. A really young agent by the name of Yaya was catching a lot of looks from the men. Short straight brunette hair Latina, dressed in all black, knee length skirt. She was very welcoming, despite the men staring at her ass, she kept things professional. My husband was taking notes of the home, I was making small talk with a beautiful tall black couple. The wife had to step out for a call, which prompted her husband to go directly for Yaya. Rude I felt, so I decided to cock block. Yaya was blushing from the attention she was receiving. I was shut out watching them flirt in front of me. She tells him she’s dating someone in medical school, but doesn’t get to finish before his wife suddenly appears and orders him to leave with her. She shoots me a look, I trail her eyes to his bulge. I’m shocked, she hands him her last business card and flyer of the home. Yaya apologizes to me after they leave, my husband returns. We have a quick laugh, then get down to business. My husband asks if he could check a utility room but Yaya can’t find the keys. She tells us to come back tomorrow. Him having to work, I agree to help. He only asks for pictures so I figure it will be a quick in n out.

Im there early the next day, there’s a nice car parked in front of the home I’m thinking it’s Yaya. I open the door say hello but no response. As I approach the kitchen, I stumble across Yaya and the same black back guy making out on the island. He has his left hand squeezing her neck, right hand rubbing her to an orgasm. I startle both of them, Yaya jumps down immediately apologizes. She is trying to fix herself, I tell her its okay I won’t be long. She points me to the utility room. As I turn, I hear her whisper fuck me right now but don’t mess up my face. I hear him slamming into her as I’m away taking my pictures. I come back, she’s struggling on her tippy toes with him on top of her. I thank her and walk out, but there is no response back. They were both hyperfixated on each other.

I give the pictures to my husband but tell him I no longer want the house. Completely confused he asks why, not my area I say. Of course I’m not going to buy a whore house. A few weeeks later I see that the house sold. Funny enough, I give Yaya a call to congratulate her. She tells me she was able to sell to an older couple and had to block the black guy after his wife became suspicious. When I asked if it was her first time in an open house she laughed. What a whore lol

Handicap Zone

I’m a married woman, with two kids who works as a home care aide. I have various clients that I tend to, doing what I can to make their life better. I love my job.
There is one client whom I see who has a brain injury leaving him in a bad way. His communication is very limited. Such an attractive young man 34 who when I’m tending to him gets erections. On one day I started giving him a hand job and the look on his face was pure joy. He made a soft moaning sound as he came that made me feel so great to service him this way. This escalated to me giving him head when possible on my visits, as he lays in his bed or in his motorized chair. His eyes light up when I enter his home which isn’t lost on his elderly parents. They were happy with him being happy and I was very welcomed in their home. Unfortunate for me, his father walked in and caught me blowing his son. He was upset but that upset turned into him threatening to report me to authorities and my bosses. I pleaded for him to do neither with his answer being that I service him as well. His wife was out somewhere and he pulled his pants down and I did as he asked, sucking him off to completion. He somehow has worked it out where his wife is rarely around when I visit, so I was blowing he and his son and up until a few weeks ago, I was out and out having full sex with him. I felt trapped but decided to quit. He threatened to have me arrested but I simply told him that I would expose it all to authorities if he did. He hasn’t thus far and I’m now working at restaurant.

Husband Encouraged Me

We'd been married three years when my husband encouraged me to let of friend of ours fuck me. While our friend was attractive and I enjoyed him, the idea of fucking another guy seemed out of bounds to me. He continued to periodically mention it to me and I started to think about what that might be like. One morning as he was leaving for work, my husband told me our friend. was. coming over that afternoon to sleep with me. It took my breath away for a moment and I didn't say anything.

That afternoon, our friend came over. Rather than say anything at all, he simply took my hand and led me to the bedroom. He made out with me and stripped off my clothes. Hid hands were all over me and he went down on me. He pulled me of top of him and said he knew this was my favorite way to fuck. I fucked him until he came in me and shortly after I had an orgasm. When he recovered, he took me from behind and fucked me hard. Before our friend left, he told me how much he had wanted to make love with me and how much he liked me. He let me know that he hoped I would fuck him again.

I got another good fucking when I told my husband, after he came home, that our friend had cum in me twice. He wanted to know everything. He also encouraged me to keep on letting our friend fuck me. I haven't said anything, but I think I will. It was very sexy to have another guy's penis in me with my husband's agreement.

Watching My Wife

Several years ago when we were a much younger virile couple, we got into swinging with other couples and singles.
There was no jealousy from myself if i saw my wife with another guy, whatever they were doing. This encouraged her to the point where she was happy to go and meet guys, total strangers, just for sex.
One evening we were out drinking and dancing at a local club, I had gone to the bar to get drinks, my wife , Jane, came over to me and told me that the guy in the white shirt, and gestured towards him, had asked her if she fancied a bit of fun, she had told him she was with her husband and then left him on the dancefloor.
I questioned her and said I thought you were up for getting fucked, her reply was that she was out with me and perhaps thought I didnt want her to.
I said I could always watch.
She looked at me with a cheeky grin and then said she would go and see him.
I still hadnt got served at the bar and I turned around to see what Jane was up to, I could see the two of them leaving the dancefloor hand in hand.
As they headed towards the entrance, I decided to follow, out of the main entrance they turned right then right again down a back street, they then turned right up some steps and into a building, my heart sank as I thought maybe it was his apartment and I wouldnt get to watch.
I walked to the steps and saw that it was a ladies public toilet entrance.
Looking around there was no body about, I went in through the door, there were about ten cubicles but only one door was closed right at the far end, I walked quietly and into the next door cubicle closing the door, and listening to what was going on.
I could hear a little moaning but that was all, I needed to see.
I stood up on the loo and slowly peered over the top, Jane was stood leaning against the far side of the cubicle , the guy had his back to me, he had her knickers down by her knees and was bent down fingering and trying to lick her pussy.
Jane saw me looking over the top, she just smiled winked, then carried on.
He dragged her knickers down and off her feet, he turned Jane around pushing her against the door, still with his back to me, I could see his hard cock in his hand, no condom, and he was pushing the end into my wifes pussy.
he slid in easily, I know how wet she can be, I could see the juices glistening on his cock as he withdrew and pushed back in.
I was rock hard myself now and my own cock was straining in my trousers, I had to release it.
Letting it out I took hold of it, stroking it slowly as I watched my wife getting fucked by a total stranger, it was all a bit too much and I could feel the sap rising, as Jane moaned with an orgasm, I exploded, shooting my spunk all up the wall of the cubicle, it pumped and pumped, my legs almost giving way.
I had one last look over the top and I saw the guy tense and thrusting his cock hard into Jane, it was his turn to cum too.
I quickly got cleaned up, a
leaving the cubicle and the building. I waited over the road.
They walked out of the toilet block together, up to the end of the street, I saw Jane say something to him, give him a kiss then turned to walk towards me.
she came to me and sat next to me on the steps, I asked if she enjoyed herself.
She grabbed my hand and said feel me, and pushed my hand up her skirt between her legs, she wasnt wearing any knickers now and her c**t was dripping with they guys cum, I traced a finger along her slit, sliding it through the other guys spunk.
I told Jane I needed to get her home quick, we ordered a taxi and within 20 mins we were entering our home, I pushed her straight over and chair and lifting her skirt I slid into her from behind, my cock easily sliding in the the strangers cum.
We had many nights like this and always looked forward to similar scenarios.
I will post some others when I get chance.

Daughter’s Friend

My daughter asked if it was okay for her friend to stay with me saving her hotel cost. I certainly wasn’t expecting what met me at my door. Stunning girl. She made herself at home, a great cook, who loved the acreage I lived on and as I found out the privacy I enjoy. Two days in she asked if it was okay to sunbath in the backyard. What a treat! Super small string bikini or as she called it, micro. Ridiculously small. What a pleasure after a five mile run, to come home to essentially a nude woman laying in my yard and freely walking around my house. I commented on it, that she is pretty much naked. She said she would be naked, loves being naked but did not feel it right without my permission. I said, you have my permission! She was out of that bikini within a second. She is a nudist so what the fuck, I became one too. We stood there in my kitchen nude when my weasel decided to become erect. She gave me a long kiss, put her hand around my cock and 2 minutes later we were in my bed fucking like rabbits. We fucked like rabbits the whole time she was here. Life has its pleasures

My Pregnant Wife And New House

So my wife was always against anal. I would try and convince her and eventually after dating for like 4 years she finally let me try but she was not huge into it. Come to the present where she is pregnant with our first child and her sex drive has become this behemoth which I love. She also has become an anal fiend, which I also love. I can legit go to her at any point and say I want to put it in her ass and her pants will be around her ankles and her bent over with lube in her hand before I can even finish my sentence.

Anyways because we are having a child and becoming a bigger family we bought a house. It is a bit of a fixer upper which is fine. I am handy enough to get stuff done but I can't do everything. So I have a few friends, one is an electrician, great guy, married with a few kids of his own and another who is a plumber, he is single. Well money is kind of tight with buying a house and my wife not working as she was taken off work so we are trying to save money.

So basically my two buddies help me out around the house with stuff I need, redoing all plex pipe, rewiring shit with new lights, etc and me and my wife let them use her ass. She is fine with it because she gets a cock in her ass too. I also trust them and know them since junior high so I know they are clean so they can shoot loads up her ass. My only rule was the moment I can't get any because her ass is too sore is the moment I have to reign it back a bit.

I don't think they know they know both have this set up, I told them to keep it secret from anyone, but I do know they have both (yes eve the married one whos sex life seems to have stalled a bit) taken good advantage of the situation. I don't watch or anything but they do it in the spare room of our apartment and I have heard a few times. The electrician guy, loud as hell when he cums I know that much.

I Have Become What I Wanted To Be

Okay, so i don't know if i am the only woman with this kink but here goes..

Before i became a mother, i used to love to watch impregnation porn videos.
Now that i have a child myself i feel like i have become one of those impregnation sluts from the videos and it makes me feel So. Fucking. Slutty. I love thinking of myself like a little fertile sex slut. it makes me feel so feminine knowing that my husband fucked me and came in me, and that i gave birth to a child for us.

It makes me so horny knowing that my man could fuck another child into me if i went off the pill.

I have told my husband about this kink, and when we are alone in the house he will sometimes call me his little fertile sex slut. I love when he calls me this during sex too.

Maybe i am alone with this kink, but i don't care.
I am proud to be a fertile, sexy and slutty woman.

Our Friend

My husband Rob was going out of town for the weekend. A good friend of our, Bill, knowing Rob would be gone, invited me to dinner. When I asked Rob what he thought he said that I should enjoy a night out with our friend because there was no point in staying home and being bored. Bill was a bright and good-looking guy with a great sense of humor and e had enjoyed his friendship for several years. At one point, a few years earlier, Rob and Bill had come close to having a threesome with me, but it did not work out. So, when I accepted Bill's invitation, I also felt a bit of both apprehension and anticipation about the evening.

Bill fixed dinner and we had good conversation and enjoyed ourselves. After dinner he suggested we go to the living room and enjoy a warm fire that he had lit in the fireplace. He arranged cushions for us to lie down. After some time had gone by, he moved over and kissed me and I kissed him back. It was not long before he had me warmed up, His hand inside my blouse and rubbing me through my jeans led to going to his bedroom. I sat on the edge of the bed and Bill looked at me and said that Rob had told him that I gave great blow jobs. I unbucked his belt, unzipped his jeans and took him in my mouth while he sttod in front of me.

Bill fucked me three times that night and came in me each time. I had several orgasms with him. The next morning, he woke me up slowly and fucked me rom behind while I moaned and had two orgasms before he came in me again. rob did not think I would spend the night with Bill. But, I decided to stay because I was loving being fucked.

When Rob returned, I told him. what I had done. A first he was annoyed with Bill, but then became very turned on when I told him how Bill had fucked me. Rob took me to bed and fucked me several times during the afternoon. Rob and Bill talked and now Bill can have been whenever I want another guy to fuck me. We sleep together maybe once a month now.